David W. C. MacMillan Career-in-Review. Sujun Wei BreslowGroup Columbia University September 28, 2007
|
|
|
- Scarlett Boyd
- 8 years ago
- Views:
Transcription
1 David W. C. MacMillan Career-in-Review Sujun Wei BreslowGroup Columbia University September 28, 2007
2 Biography 1968: Born in Bellshill, Scotland : B.S. at the University of Glasgow, Scotland :.D. under the direction of Professor Larry E. verman at the University of California, Irvine : Postdoctoral research fellowwith Professor David A. Evans at arvard University : began his independent research career at the University of California, Berkeley : Joined the department of chemistry at the California Institute of Technology 2006-present: Appointed as the A. Barton epburn Chair of Chemistry and Director of the rck Center for Catalysis at Princeton University
3 Most Cited Publications 1. orthrup AB, MacMillan DWC The first direct and enantioselective cross-aldol reaction of aldehydes JURAL F TEAMERICACEMICAL SCIETY 124(24): JU Times Cited: Ahrendt KA, Borths CJ, MacMillan DWC ewstrategies for organic catalysis: The first highly enantioselective organocatalytic Diels-Alder reaction JURAL F TE AMERICACEMICALSCIETY 122(17): MAY Times Cited: Paras A, MacMillan DWC ew strategies in organic catalysis: The first enantioselective organocatalytic Friedel-Crafts alkylation JURAL F TE AMERICA CEMICAL SCIETY123(18): MAY Times Cited: Austin JF, MacMillan DWC Enantioselective organocatalytic indole alkylations. Design of a newand highly effective chiral amine for iminium catalysis JURAL F TE AMERICA CEMICAL SCIETY124(7): FEB Times Cited: Brown SP, Brochu MP, Sinz CJ, et al. The direct and enantioselective organocatalytic alpha-oxidation of aldehydes JURAL F TE AMERICACEMICAL SCIETY 125 (36): SEP Times Cited: 135 ISI Web of Knowledge, September 28, 2007
4 .D. Work: General Strategy for the Synthesis of Cladiellin Diterpenes J. Am. Chem. Soc., 117, (1995) J. Am. Chem. Soc., 123, (2001)
5 .D. Work: General Strategy for the Synthesis of Cladiellin Diterpenes t-BuLi,TF,-78 o C 2.PPTS, (64%) TMS ds:=9:1 3 I C 4 BF 3 Et 2,C 2 Cl 2-55 o Cto -20 o C (79%) TIPS C 1. Ac, 2 2. hv (72%) TIPS TMS 5 single stereoisomer 6 TMS 1 C 2 TMS TBS I icl 2 -CrCl 2 DMS (65%) TBS dr> 20:1 7 8 TBS Ac 9 J. Am. Chem. Soc., 117, (1995)
6 Post-Doc. Work: C 2 -Symmetric Tin(II) Complexes as Chiral Lewis Acids J. Am. Chem. Soc., 119, (1997)
7 ew LA-catalyzed Claisen Rearrangement J. Am. Chem. Soc., 121, (1999)
8 The Tandem Acyl-Claisen Rearrangement J. Am. Chem. Soc., 123, (2001)
9 Enantioselective Claisen Rearrangement J. Am. Chem. Soc., 123, (2001)
10 Allenoate-Claisen Rearrangement J. Am. Chem. Soc., 124, (2002)
11 Iminium Activation through LUM lowering Aldrichimica Acta, 39, (2006)
12 Computational Models of 1st and 2nd Generation Catalyst Aldrichimica Acta, 39, 79-87(2006)
13 Diels-Alder Reaction Iminium Catalysis Cycloaddition Reactions 1 Cl (5 mol%) 23 o C C 82% exo:endo=1:14,94%ee 1 C 3(20 mol%) Tf (20 mol%) C,5 o C 48h C 71% dr> 20:1, 90%ee 3 Et 5 Cl 4 (20 mol%) 2, 0 o C CEt 78-92% endo:exo> 200:1, 96%ee 5 J. Am. Chem. Soc., 122, (2000) J. Am. Chem. Soc., 127, (2005) J. Am. Chem. Soc., 124, (2002)
14 Iminium Catalysis Cycloaddition Reactions [ 3+2] cycloaddition Bn 1 Cl4 (20 mol%) o C Bn C 98% endo:exo= 94:6, 94%ee 1 [ 2+1] cycloaddition S 6 (20 mol%) CCl 3, 0 o C C C 67% dr> 19:1, 90%ee 6 C 2 Br 20 mol%3 Cl 4 si(1.5 eq) C 2 Cl 2 -Ac(0.15M) -30 o C Br 93% 93%ee 3 J. Am. Chem. Soc., 122, (2000) J. Am. Chem. Soc., 127, (2005) Tetrahedron, 62, (2006)
15 Iminium Catalysis 1,4-Addition Reactions Friedel-Craf ts Alkylations 1(20 mol%) TF- 2 87% 93%ee 1 3(20 mol%) C 2 Cl 2 - i-pr 82% 92%ee C C 3(10 mol%) C 2 Cl % 96%ee Mukaiyama-Michael Reaction TMS 3 DBA(20 mol%) C 2 Cl % syn:anti=24:1,90%ee J. Am. Chem. Soc., 123, (2001) J. Am. Chem. Soc., 124, (2002) J. Am. Chem. Soc., 124, (2002) J. Am. Chem. Soc., 125, (2003)
16 ydrogenation Iminium Catalysis 1,4-Addition Reactions Et 2 C C 2 Et 11 TFA(20 mol%) CCl 3, -30 o C S.A. %Y %ee 11 E Z E:Z,1: Bu Bu t 2 C C 2 Bu t 5 TCA(20 mol%) Et 2, 0 o C Bu 82% 90%ee 5 Michael Addition Cbz TBS 3 ptsa(20 mol%) CCl 3, -20 o C Cbz TBS 92% 92%ee 3 J. Am. Chem. Soc., 127, (2005) J. Am. Chem. Soc., 128, (2006) J. Am. Chem. Soc., 128, (2006)
17 R Iminium Catalysis LUM activation Enamine Catalysis M activation aldehyde 2 amine catalyst R R
18 Enamine Catalysis Aldo Reactions of Aldehyde L-Proline(10 mol%) DMF, 4 o C 88% anti:syn=3:1, 97%ee L-Proline(10 mol%) S DMF, 4 o C S S S 85% anti:syn=16:1, 99%ee 3 eq. 3 TFA (10 mol%) Et 2,4 o C; Amberlyst-15, 86% 4:1 anti/syn, 94%ee 3 J. Am. Chem. Soc., 124, (2002) Tetrahedron, 60, (2004) Angew. Chem. Int. Ed. 43, (2004)
19 Enamine Catalysis Two-Step Synthesis of Carbohydrates Step 1: rganocatalytic Enantioselective Aldehyde Dimerization TIPS 10 mol% L-proline DMF, RT TIPS 92% TIPS Angew.Chem.Int.Ed. 43, (2004) Science 305, (2004) anti:syn=4:1,95%ee Step 2: LA diated Mukaiyama Aldo-Carbohydrate Cyclization TMS Z LA TMS Y Y Y Y Z Y Y Z MgBr 2 Et 2 Et 2, -20 to 4 o C TIPS TIPS Glucose Ac 79% 10:1 dr,95%ee TMS Ac TIPS TIPS MgBr 2 Et 2 C 2 Cl 2, -20 to 4 o C TIPS TIPS Mannose Ac 87% >19:1 dr,95%ee TiCl 4,C 2 Cl 2-20 to 4 o C TIPS TIPS Allose Ac 97% >19:1 dr,95%ee
20 Enamine Catalysis Fuctionalyze α-position of Aldehyde 5 mol%l-proline CCl 3, 4 o C, 4h 60% 99%ee Cl Cl Cl Cl Cl Cl 5 mol%1 TFA acetone, -30 o C Cl 92% 92%ee mol%1 DCA TF-i-Pr,-10 o C S S F 2. ab 4,C 2 Cl 2 F 71% 96%ee J. Am. Chem. Soc., 125, (2003) J. Am. Chem. Soc., 126, (2004) J. Am. Chem. Soc., 127, (2005)
21 Cascade Catalysis R=,, C 2 Et, C 2 Ac,, i-pr T=-60 o Cto -40 o C Y: 67%to86% >or =99%ee T=-60 o Cto-40 o C Y: 71%to 97% >or =99%ee J. Am. Chem. Soc., 127, (2005)
22 J. Am. Chem. Soc., 127, (2005) Cascade Catalysis
23 Cascade Catalysis Proc. at. Acad. Sci. USA, 101, (2004)
24 Cascade Catalysis Proc. at. Acad. Sci. USA, 101, (2004)
25 Cascade Catalysis Proc. at. Acad. Sci. USA, 101, (2004)
26 Total Synthesis of Brasoside and Littoralisone J. Am. Chem. Soc., 127, (2005)
27 Total Synthesis of Brasoside and Littoralisone J. Am. Chem. Soc., 127, (2005)
28 SM Activation Science, 316, (2007)
29 SM Activation Science, 316, (2007)
30 SM Activation Radical Pathway Cationic Pathway Science, 316, (2007)
31 SM Activation Science, 316, (2007)
32 SM Activation J. Am. Chem. Soc., 129, (2007)
33 First Suzuki Reaction of Aryltrimethylammonium Salts J. Am. Chem. Soc., 125, (2003)
34 Enantioselective rganocatalytic Reductive Amination 5: R=Si 3 J. Am. Chem. Soc., 128, 84-86(2006)
35 Enantioselective rganocatalytic Reductive Amination J. Am. Chem. Soc., 128, 84-86(2006)
A Perspective on Professor Scott Eric Denmark: The Man, The Myth, The Chemist O
A Perspective on Professor Scott Eric Denmark: The Man, The Myth, The Chemist Si 3 2 C 2 S P (C 2 ) 5 2 n-c 5 9 ussell C. Smith Stoltz/eisman Group eting January 24, 2011 Si M From umble Beginnings Born
Allyl Metals. oxidative addition. transmet. + M(n) η 1 -allyl. n = 0, 1. base. X η 3 -allyl. Nuc. insertion. insertion. M(n+2)X MgX + MX2 MX 2
Allyl tals Virtually all transition metals can form η 3 -allyl complexes, but few are synthetically useful. Pd is most widely studied and has broad utility. Allyl complexes of h, Ir, u and Mo are becoming
Stegane natural products
Me Me Me Indroduction: Steganone -Isolation from Steganotaenia araliacea in 1972 from Kupchan -Belong to the category of lignans Biological Properties: -Significant activity in vivo against P-388 leukemia
Wittig Reaction - Phosphorous Ylides
Wittig eaction - osphorous Ylides 3 P CC 3 3 C ylide tereoselectivity increases as the size of increases cis-olefin is derived from non-stabilized ylides Mechanism: Irreversible [22] cycloaddition P 3
Aminocatalytic Asymmetric Diels-Alder Reactions: HOMO Activation and the Power of Many Pathways
Aminocatalytic Asymmetric Diels-Alder Reactions: HOMO Activation and the Power of Many Pathways Brought to you by: Li, J. -L.; Liu, T. -Y.; Chen, Y. -C. Acc. Chem. Res. 2012, 45, 1491 1500. and Barbra
Stille, Suzuki, and Sonogashira Couplings Cross-Coupling reactions: catalyst R-X + R'-M
Stille, Suzuki, and Sonogashira Couplings Cross-Coupling reactions: catalyst -X '-M -' M-X, ' are usually sp 2 hybridized X= (best), Tf, r, Cl M=Sn,, Zn, Zr, n Catalyst= Pd, sometimes Ni Example: Pd(0)
SYNTHETIC STUDIES ON TULEARIN MACROLIDES. M.Montserrat Martínez, Luis A. Sarandeses, José Pérez Sestelo
SYNTHETIC STUDIES N TULEARIN MACRLIDES M.Montserrat Martínez, Luis A. Sarandeses, José Pérez Sestelo Departamento de Química Fundamental, Universidade da Coruña, E-15071 A Coruña, Spain E-mail: mmartinezc@udc.es
Hamari Chemicals, Ltd.
amari Chemicals, Ltd. Technology for Life 1 Agenda What amari can offer your company amari s Technology The amari Advantage Core Technology unnatural amino acids and peptides; reduction; chiral technologies;
Quantifying Nucleophilicity and Electrophilicity: The Mayr Scales. log k = s(n + E)
Quantifying ucleophilicity and Electrophilicity: The Mayr Scales E k E R R log k = s( + E) Valerie Shurtleff MacMillan Group Meeting July 10, 2013 A Brief History of Polar Reactivity Scales 1920s: G..
Curriculum Vitae. Dr. Dilek Işık Taşgın
Curriculum Vitae Dr. Dilek Işık Taşgın Phone: +90-(312)-233 1405 E-mail: ditasgin@cankaya.edu.tr EDUCATION 2006-2013 Hacettepe University, Ankara, Turkey Ph.D. in organic chemistry Dissertation: Michael
Supplementary Information. Primary amino acid lithium salt as a catalyst for asymmetric Michael addition of isobutyraldehyde with β-nitroalkenes.
This journal is (c) The Royal Society of Chemistry 8 Supplementary Information Primary amino acid lithium salt as a catalyst for asymmetric Michael addition of isobutyraldehyde with β-nitroalkenes. Atsushi
Metal catalysed asymmetric epoxidation of olefins
Metal catalysed asymmetric epoxidation of olefins First report: chiral molybdenum peroxo complexes squalene Mo 2 (acac) 2, di-isopropyl tartrate 14% ee S tsuka et al, Tetrahedron Lett. 1979, 3017 Iron
Cleavage of Cyclobutanols and Cyclobutanones
Literature Report VII Transition Metal-Catalyzed Enantioselective C-C C Bond Cleavage of Cyclobutanols and Cyclobutanones Huang, W.-X. checker: Yu, C.-B. 2014-04-2904 29 1 Contents 1. Background Information
CHEM 211 CHAPTER 16 - Homework
CHEM 211 CHAPTER 16 - Homework SHORT ANSWER Consider the Friedel-Crafts alkylation reaction below to answer the following question(s): 1. Refer to the reaction above. Draw the structure of the electrophilic
Prof. Dr. Burkhard König, Institut für Organische Chemie, Uni Regensburg 1. Enolate Chemistry
Prof. Dr. Burkhard König, Institut für rganische Chemie, Uni Regensburg 1 1. Some Basics Enolate Chemistry In most cases the equilibrium lies almost completely on the side of the ketone. The ketone tautomer
FIVE-MEMBERED RING FORMATION 138. 5 Membered Rings. Intramolecular S N 2 Reaction
5 mbered ings FIVE-MEMBEED IG FMATI 138 C 2 C 2 PGF 2α PGE 2 irsutene Modhephane Isocumene 1. Intramolecular S 2 eactions 2. Intramolecular Aldol Condensation and Michael Addition 3. Intramolecular Wittig
Benzene Benzene is best represented as a resonance hybrid:
Electrophilic Aromatic Substitution (EAS) is a substitution reaction usually involving the benzene ring; more specifically it is a reaction in which the hydrogen atom of an aromatic ring is replaced as
Short Peptide Synthesis
Short Peptide Synthesis Keith ó Proinsias 8 th February 2010 Introduction Amide bond and basic amide synthesis Solution phase peptide synthesis Protecting groups required for peptide synthesis Coupling
Carboxylic Acid Derivatives and Nitriles
Carboxylic Acid Derivatives and itriles Carboxylic Acid Derivatives: There are really only four things to worry about under this heading; acid chlorides, anhydrides, esters and amides. We ll start with
01 02 03 04 05 06 Haemophilus influenza 07 08 09 Proc. Natl. Acad. Sci. U.S.A. Proc. Acad. Natl. Sci. U.S.A. Nature Science Anal. Chem. Anal.Chem Nuc. Acids Res Anal. Chem Nature Science Haemophilus influenzae
ammonium salt (acidic)
Chem 360 Jasperse Ch. 19 otes. Amines 1 eactions of Amines 1. eaction as a proton base (Section 19-5 and 19-6) amine base -X (proton acid) a X ammonium salt (acidic) Mechanism: equired (protonation) everse
Aldehydes can react with alcohols to form hemiacetals. 340 14. Nucleophilic substitution at C=O with loss of carbonyl oxygen
340 14. Nucleophilic substitution at C= with loss of carbonyl oxygen Ph In Chapter 13 we saw this way of making a reaction go faster by raising the energy of the starting material. We also saw that the
An improved procedure for the synthesis of vinylphosphonate-linked nucleic acids
Tetrahedron Letters 41 (2000) 4513±4517 An improved procedure for the synthesis of vinylphosphonate-linked nucleic acids Sahar Abbas and Christopher J. Hayes* The School of Chemistry, The University of
Total Organic Synthesis and Characterization of Graphene Nanoribbons
Total Organic Synthesis and Characterization of Graphene Nanoribbons Gang Li Seminar in Dong group 03/26/2014 Content History of Graphene Synthesis and Characterization and Properties of Graphene Conceptual
Controlling Gold Nanoparticles with Atomic Precision: Synthesis and Structure Determination
Controlling Gold Nanoparticles with Atomic Precision: Synthesis and Structure Determination Huifeng Qian Department of Chemistry, Carnegie Mellon University, USA Advisor: Prof. Rongchao Jin Background
Guide to Solving Sophomore Organic Synthesis Problems
Paul Bracher Chem 30 Synthesis eview Guide to Solving Sophomore rganic Synthesis Problems Disclaimer mission of a topic on this handout does not preclude that material from appearing on the final exam.
Merging Organocatalysis and Transition Metals in Enantioselective One-Pot Sequential Reactions and New Concepts in Organocatalytic Domino Reactions
Merging Organocatalysis and Transition Metals in Enantioselective One-Pot Sequential Reactions and New Concepts in Organocatalytic Domino Reactions Von der Fakultät für Mathematik, Informatik und Naturwissenschaften
Mitsunobu Reaction (1934-2003)
Mitsunobu eaction (1934-2003) utline General Information: Who discovered this? What is the basic reaction? The Mechanism: What exactly happens and how? Applications: i) Variations of the method- where
Asymmetric Epoxidation of Pentadienols
10 Asymmetric Epoxidation of Pentadienols Asymmetric Epoxidation of Pentadienols Reinhard Brçckner, University of Freiburg, Germany Background The asymmetric epoxidation of allylic alcohols or Sharpless
- Alder Endo Rule: In order to maximize secondary orbital interactions, the endo TS is favored in the D-A rxn. Tetrahedron 1983, 39, 2095 X X.
6-MEMEED IG FMTI 150 Six mbered ings 1. Diels-lder eaction 2. o-quinodimethanes 3. Intramolecular ene reaction 4. Cation olefin cyclizations 5. obinson annulation Diels-lder eaction CIEE 1984, 23, 876;
1993 present Full Professor of Organic Chemistry (Catedrática) Faculty of Sciences/ Department of Organic Chemistry, University of Alicante/ Spain
Curriculum Vitae PERSONAL INFORMATION Family name, First name: Nájera, Carmen Date of birth: 12 th January, 1951 Researcher unique identifier(s) Research ID: K-4183-2014 URL for web site: http://dqorg.ua.es/es/curriculum-vitae.html
California State Polytechnic University, Pomona. Exam Points 1. Nomenclature (1) 30
Chem 316 Final Exam Winter, 2008 Beauchamp ame: Topic Total Points Exam Points 1. omenclature (1) 30 Credit 2. Explanation of elative eactivities of Aromatic 20 Compounds or Carbonyl Compounds 3. eactions
Properties of a molecule. Absolute configuration, Cahn-Ingold Prelog. Planar, axial, topological chirality and chirality at atoms other than carbon
Key stereochemical terminology Stereochemical terminology in organic chemistry can refer to structure of a molecule or to properties of a physical sample of the molecule. It is very important to recognize
Double Bonds. Hydration Rxns. Hydrogenation Rxns. Halogenation. Formation of epoxides. Syn addition of 2 OH. Ozonolysis
Double Bonds What do we do with double bonds? We do addition reactions. In an addition reaction, something is added to both carbons involved in a double bond (or not involved in the double bond, in the
CH 3 CH 2 ONa + H 2 O. CH 3 CH 2 NH 2 + CH 3 OLi
rganic Chemistry Jasperse Acid- Practice Problems A. Identify each chemical as either an acid or a base in the following reactions, and identify conjugate relationships. -You should have one acid and one
pka's of Inorganic and Oxo-Acids
's of Inorganic and xo-acids ubstrate 2 3 2 Br Cl F Cl Cl 4 C 3 C 2 3 2 4 3 P 4 3 2 2 Cr 4 C 3 3 3 4 Cl B() 3 IRGAIC ACID Table.1 11/4/05 1:43 PM 2 15.7-1.7 7.00-9.00-8.0 3.17 7.5-10 9.4 4.72 4.00-14 11.6
Study of the Thermal Behavior of Azidohetarenes with Differential Scanning Calorimetry
Fourth International Electronic Conference on Synthetic Organic Chemistry (ECSOC-4), www.mdpi.org/ecsoc-4.htm, September 1-30, 2000 [A0066] Study of the Thermal Behavior of Azidohetarenes with Differential
The Biginelli and Related (Passerini and Ugi) Reactions. Mike DeMartino Group Meeting: August 27, 2003
The Biginelli and Related (Passerini and Ugi) Reactions Mike DeMartino Group Meeting: August 27, 2003 verview ow these reactions are related The Biginelli Reaction Mechanism Modifications and chemical
23.7 ALKYLATION AND ACYLATION REACTIONS OF AMINES
3.7 ALKYLATIN AND ACYLATIN REACTIN F AMINE 1131 organic phase organic phase organic phase CH 3 (CH ) 6 CH Br CH 3 (CH ) 6 CH Br CH 3 (CH ) 6 CH CN R 4 P Br R 4 P CN R 4 P Br Na CN Na Br Na Br aqueous phase
Chemistry 242a: Chemical Sy nthesis Fall 2014
Chemistry 242a: Chemical Sy nthesis Fall 2014 Sarah E. Reisman office: 301B Schlinger lab: 311 Schlinger phone: (626) 395-6044 office hours: M F, 10-11 am or by appointment email: reisman@caltech.edu Teaching
Nagase s Library of Unnatural Amino Acids
agase s Library of Unnatural Amino Acids August 2012 Ver.17 agase provides unique -mono substituted and, - disubstituted unnatural amino acids which should open new avenues for designing drug candidates
Electrophilic Aromatic Substitution
Electrophilic Aromatic Substitution Electrophilic Aromatic Substitution: a reaction in which the hydrogen atom of an aromatic ring is replaced as a result of an electrophilic attack on the aromatic ring
T3P Propane Phosphonic Acid Anhydride
Technology StrengthS T3P Propane Phosphonic Acid Anhydride The coupling agent of the future Coupling and water removal are synthesis tools that stand at the cutting edge of purity and cost effective manufacture
Microreactors and Microfluidic Cells in Organic Synthesis. MacMillan Group Meeting December 12, 2007 Joe Carpenter
Microreactors and Microfluidic Cells in rganic Synthesis MacMillan Group eting December 12, 2007 Joe Carpenter Microreactors and Microfluidic Cells in rganic Synthesis Presentation utline n Introduction
1. What is the hybridization of the indicated atom in the following molecule?
Practice Final Exam, Chemistry 2210, rganic Chem I 1. What is the hybridization of the indicated atom in the following molecule? A. sp 3 B. sp 2 C. sp D. not hybridized 2. Name the functional groups in
Vitamin B 12. structure & modifications. Mikołaj Chromiński Group XV Institute of Organic Chemistry PAS
Vitamin B 12 structure & modifications Mikołaj Chromiński Group XV Institute of rganic Chemistry PAS Introduction Structure omenclature (not only) according to IUPAC Possible modifications Modifications
Mindy Levine Cell: 516.697.9688 Email: mindy.levine@gmail.com
University of Rhode Island Kingston, RI 02881 Mindy Levine Cell: 516.697.9688 Email: mindy.levine@gmail.com PROFESSIONAL EXPERIENCE University of Rhode Island Kingston, RI Assistant Professor of Chemistry
Asymmetric Formation of Quaternary Carbon Centers Catalyzed by Novel Chiral 2,5-Dialkyl-7-phenyl-7-phosphabicyclo- [2.2.1]heptanes
![Asymmetric Formation of Quaternary Carbon Centers Catalyzed by Novel Chiral 2,5-Dialkyl-7-phenyl-7-phosphabicyclo- [2.2.1]heptanes](/thumbs/25/5320528.jpg "Asymmetric Formation of Quaternary Carbon Centers Catalyzed by Novel Chiral 2,5-Dialkyl-7-phenyl-7-phosphabicyclo- [2.2.1]heptanes")
J. Org. Chem. 1998, 63, 5631-5635 5631 Asymmetric Formation of Quaternary Carbon Centers Catalyzed by Novel Chiral 2,5-Dialkyl-7-phenyl-7-phosphabicyclo- [2.2.1]heptanes Zhaogen Chen, Guoxin Zhu, Qiongzhong
National Institutes of Health Postdoctoral Fellow, 2008-2011 Harvard University, Boston, MA Research Advisor: Professor E. J.
M. KEVIN BROWN Indiana University Home Phone: 857-498-1640 Department of Chemistry Office Phone: 812-856-9114 800 E. Kirkwood Ave. Bloomington, IN e-mail: brownmkb@indiana.edu APPOINTMENTS Assistant Professor,
Electrophilic Aromatic Substitution Reactions
Electrophilic Aromatic Substitution Reactions, Course Notes Archive, 1 Electrophilic Aromatic Substitution Reactions An organic reaction in which an electrophile substitutes a hydrogen atom in an aromatic
Microwave irradiated high-speed solution synthesis of peptide acids employing Fmoc-amino acid pentafluorophenyl esters as coupling agents
Indian Journal of Chemistry Vol. 44B, ovember 2005, pp. 2328-2332 Microwave irradiated high-speed solution synthesis of peptide acids employing Fmoc-amino acid pentafluorophenyl esters as coupling agents
acid: substance which gives up a proton base: substance which accepts a proton
Acids & Bases Bronsted/Lowry: acid: substance which gives up a proton base: substance which accepts a proton A + B A - + B + acidgives + to B to form A- baseaccepts + from A to form B+ baseaccepts + from
Kurs: Metallorganische Reagenzien. Cericammoniumnitrate (CAN)
Kurs: Metallorganische eagenzien Cericammoniumnitrate (CAN) by Laura Munoz Senovilla and Arthur Fedoseev. CAN as one-electronelectron oxidant CAN as one-electron electron oxidant Based on: Salt of high-valent
Online Tutorials and Assessment of Information Literacy Skills
Number of Users Percentage of Students Online Tutorials and Assessment of Information Literacy Skills Patricia H. Dawson, MS, MLS, Moore Library, Rider University Danielle L. Jacobs, PhD, Department of
Aromaticity and Reactions of Benzene
Aromaticity and eactions of Benzene ark College Benzene is a unique molecule it is highly unsaturated with 6 carbons and 6 hydrogens, it is planar, and has a high degree of symmetry. These features explain
Course Prerequisite: Chemistry 141 or 143.
Instructor: Matthias Brewer; Office: Cook A316; email: Matthias.Brewer@uvm.edu BlackBoard Site: bb.uvm.edu Lecture: 10:40am 11:30am MWF, Angell B106 Review Sessions: 5:30pm Thur., Angell B106 Laboratory
INTERATOMIC DISTANCES IN COVALENT AMOLECULES ANAD RESONANCE BETWEEN TWO OR MORE LEWIS ELECTRONIC
VOL. 18, 1932 CEMISTRY: L. PA ULING 293 INTERATOMIC DISTANCES IN COVALENT AMOLECULES ANAD RESONANCE BETWEEN TWO OR MORE LEWIS ELECTRONIC STR UCTUR.8S BY LINuS PAULING GATES CEMICAL LABORATORY, CALIFORNIA
Chapter 3: Protecting Groups
I. Protecting Groups of Hydroxyl Groups Chapter 3: Protecting Groups Consider the stability and effect of anomeric group! Consider the solubility of starting material (the choice of solvent)! Consider
Determining the Structure of an Organic Compound
Determining the Structure of an Organic Compound The analysis of the outcome of a reaction requires that we know the full structure of the products as well as the reactants In the 19 th and early 20 th
Chapter 10 Conjugation in Alkadienes and Allylic Systems
. 0 onjugated Systems hapter 0 onjugation in Alkadienes and Allylic Systems onjugated systems are those in which a π-bond is connected or conjugated (from the Latin conjugare which means to link r yoke
NaHSO 4 -SiO 2 promoted synthesis of Benzimidazole derivatives
Available online at www.scholarsresearchlibrary.com Archives of Applied Science Research, 2012, 4 (3):1517-1521 (http://scholarsresearchlibrary.com/archive.html) ISS 0975-508X CDE (USA) AASRC9 as 4 -Si
REACTIONS OF AROMATIC COMPOUNDS
A STUDENT SHOULD BE ABLE TO: REACTIONS OF AROMATIC COMPOUNDS 1. Predict the product(s) of Electrophilic Aromatic Substitution (EAS), Nucleophilic Aromatic Substitution (S N Ar) and Elimination-Addition
CORK INSTITUTE OF TECHNOLOGY INSTITIÚID TEICNEOLAÍOCHTA CHORCAÍ
CORK INSTITUTE OF TECHNOLOGY INSTITIÚID TEICNEOLAÍOCHTA CHORCAÍ Module Title: Topics in Organic Chemistry Module Code: CHEO 7003 School : Science Programme Title: Bachelor of Science in Analytical & Pharmaceutical
Careers in Chemistry. 400-Level Classes in Chemistry. Undergrad Research Opportunities
Careers in Chemistry 400-Level Classes in Chemistry Undergrad Research Opportunities Careers in Chemistry Employment & Salary Data Median salaries (means are higher) Careers in Chemistry Some Careers That
CATALYTIC, ENANTIOSELECTIVE α-hyroxlation OF CARBONYL COMPOUNDS USING NITROSO BENZENE
CATALYTIC, EATISELECTIVE α-yxlati F CABYL CMUDS USIG ITS BEZEE eported by JohnMark Derryberry ctober 28, 2004 ITDUCTI α-ydroxy aldehydes and ketones are synthetically important chiral building blocks for
Properties of Silicon
Properties of Silicon afensteiner Si vs. C - Si is less electronegative than C - More facile nucleophilic addition at Si center Average BDE (kcal/mol) C C C Si Si Si C F Si F 83 76 53 116 135 C Si C Si
Hydrogen Storage in Ammonia and Aminoborane Complexes
ydrogen Storage in Ammonia and Aminoborane Complexes Ali Raissi Florida Solar Energy Center University of Central Florida ydrogen Program Annual Review Session: ydrogen Storage Carbon & Other Berkeley,
Synthesis and Application of new chiral Peptides, Guanidines and. Formamides as Organocatalysts for Asymmetric. C-C Bond Formation Reactions
Sunil Jagtap Synthesis and Application of new chiral Peptides, Guanidines and Formamides as Organocatalysts for Asymmetric C-C Bond Formation Reactions Göttingen 2006 Synthesis and Application of new chiral
What is a weak hydrogen bond?
What is a weak hydrogen bond? Gautam R. Desiraju School of Chemistry University of yderabad yderabad 500 046, India gautam_desiraju@yahoo.com http://202.41.85.161/~grd/ What is a hydrogen bond? Under certain
2. Rank the following three compounds in decreasing order of basicity. O NHCCH 3 NH 2
1. To convert a nitrile to a primary amine you must: A) hydrolyze it with water. B) oxidize it with chromic acid. C) reduce it with hydrogen or lithium aluminum hydride. D) substitute it with an alkyl
Chapter 6 An Overview of Organic Reactions
John E. McMurry www.cengage.com/chemistry/mcmurry Chapter 6 An Overview of Organic Reactions Why this chapter? To understand organic and/or biochemistry, it is necessary to know: -What occurs -Why and
Metal Catalyzed Redox Reactions
tal Catalyzed edox eactions athan Jui MacMillan Group eting January 27, 2010 tal Catalyzed edox eactions! Many metal-catalyzed reactions involve redox processes Cross-Coupling Chemistry eduction Chemistry
pk a Values for Selected Compounds
Appendix A pk a Values for Selected ompounds ompound pk a ompound pk a I 10 Br 9 2 S 4 9 + 3 3 7.3 3 S 3 7 Br 4.0 4.2 3 4.3 2 N l 7 [( 3 ) 2 ] + 3.8 [ 3 2 ] + 2.5 3 + 1.7 3 S 3 1.2 + 3 N2 0.0 F 3 0.2 l
INTRODUCTION Proteins are a class of biological macromolecules that carry out important functions in cells.
ATIVE CEMICAL LIGATI Reported by: Yuan Fu December 7, 2009 ITRDUCTI Proteins are a class of biological macromolecules that carry out important functions in cells. Because of the importance of proteins,
Acids and Bases. but we will use the term Lewis acid to denote only those acids to which a bond can be made without breaking another bond
Acids and Bases. Brønsted acids are proton donors, and Brønsted bases are proton acceptors. Examples of Brønsted acids: HCl, HBr, H 2 SO 4, HOH, H 3 O +, + NH 4, NH 3, CH 3 CO 2 H, H CH 2 COCH 3, H C CH,
The D-glucosamine-derived pyridyl-triazole@palladium recoverable catalyst for Mizoroki-Heck reactions under solvent-free conditions
Electronic Supplementary Material (ESI) for Green Chemistry. This journal is The Royal Society of Chemistry 204 Supporting Information The D-glucosamine-derived pyridyl-triazole@palladium recoverable catalyst
School of Postgraduate Studies Higher Degree Project Description Template Please return the completed form to BrazilSwB@rcsi.ie.
School of Postgraduate Studies igher Degree Project Description Template Please return the completed form to BrazilSwB@rcsi.ie esearch theme PI name and contact details PI web page / link to CV Brief summary
Studying an Organic Reaction. How do we know if a reaction can occur? And if a reaction can occur what do we know about the reaction?
Studying an Organic Reaction How do we know if a reaction can occur? And if a reaction can occur what do we know about the reaction? Information we want to know: How much heat is generated? How fast is
For additional information on the program, see the current university catalog.
For information call: Tel: (818) 77-81 Fax: (818) 77-08 E-mail: chemistry.office@csun.edu Website: http://www.csun.edu/chemistry Or write: Department of Chemistry and Biochemistry California State University,
AP Chemistry 2006 Free-Response Questions
AP Chemistry 006 Free-Response Questions The College Board: Connecting Students to College Success The College Board is a not-for-profit membership association whose mission is to connect students to college
Course Equivalencies. The courses listed below fulfill prerequisites for the Physician Assistant Studies Program at Chapman University.
Course Equivalencies The courses listed below fulfill prerequisites for the Physician Assistant Studies Program at Chapman University. Cal Lutheran University Chemistry Chem 151/151L & 152/152L Biology
ch9 and 10 practice test
1. Which of the following covalent bonds is the most polar (highest percent ionic character)? A. Al I B. Si I C. Al Cl D. Si Cl E. Si P 2. What is the hybridization of the central atom in ClO 3? A. sp
Organic Synthesis II: Selectivity & Control 8 lectures, TT 2011
rganic Synthesis II: Selectivity & Control 8 lectures, TT 2011 andout 1 andouts will be available at: http://msmith.chem.ox.ac.uk/teaching.html Dr Martin Smith ffice: CL 1 st floor 30.087 Telephone: (2)
DEPARTMENT OF CHEMISTRY
DEPARTMENT OF CHEMISTRY Through the Department of Chemistry, courses (CHEM) are offered at the undergraduate level for students pursuing the Bachelor of Science Degree (B.S.) in Chemistry, for students
Efficient synthesis of 2,4,5-triaryl substituted imidazoles under solvent free conditions at room temperature
General Papers AKIVC 2007 (xvi) 12-18 Efficient synthesis of 2,4,5-triaryl substituted imidazoles under solvent free conditions at room temperature Arshia Parveen, a Md. afi Sk. Ahmed, b Kabeer A. Shaikh,
2004-2008 College of St. Catherine, St. Paul, Minnesota Instructor, Department of Chemistry
Christy Wheeler West 150 Jaguar Drive Shelby Hall 4130 Mobile, Alabama 36688 251.460.7463 cwwest@southalabama.edu Education University of Minnesota, Minneapolis Post-doctoral research associate, 2001-2003
Recent Developments in Homogeneous Gold Catalysis
ecent Developments in omogeneous Gold Catalysis David A. Nagib MacMillan Group Literature Meeting 03.17.2010 elativistic ffects in Gold Catalysis elativistic effects phenomenon resulting from the need
Rapid Microwave-Assisted Solid Phase Peptide Synthesis
592 SPECIAL TOPIC Rapid Microwave-Assisted Solid Phase Peptide Synthesis Rapid Máté Microwave-Assisted Solid Phase Peptide SynthesisErdélyi, a,b Adolf Gogoll* a a Department of Organic Chemistry, Uppsala
Prof. Emiel Hensen, Technische Universiteit Eindhoven CRM InnoNet 3 rd Workshop Bruxelles, February 10 th 2015
Prof. Emiel Hensen, Technische Universiteit Eindhoven CRM InnoNet 3 rd Workshop Bruxelles, February 10 th 2015 Project background EU NMP call FP7-NMP-2013-EU-Japan - coordinated call with the JSTA Development
Tuition Reimbursement Program. Handbook
EMPLOY EE Tuition Reimbursement Program Handbook For Employees... Ed u c a t i o n m a d e a f f o r d a b l e! A t t h e E r n e s t O r l a n d o L a w r e n c e B e r k e l e y N a t i o n a l L a b
Syntheses of partially hydrogenated [1,2,4]triazolo[4,5-a] pyrimidine-4-ones through cyclisation of 2-arylidenehydrazino- 6-methyl-4-pyrimidones
![Syntheses of partially hydrogenated [1,2,4]triazolo[4,5-a] pyrimidine-4-ones through cyclisation of 2-arylidenehydrazino- 6-methyl-4-pyrimidones](/thumbs/36/17495609.jpg "Syntheses of partially hydrogenated [1,2,4]triazolo[4,5-a] pyrimidine-4-ones through cyclisation of 2-arylidenehydrazino- 6-methyl-4-pyrimidones")
Issue in onor of Prof. Sándor Antus ARKIVC 2004 (vii) 24-252 Syntheses of partially hydrogenated [1,2,4]triazolo[4,5-a] pyrimidine-4-ones through cyclisation of 2-arylidenehydrazino- 6-methyl-4-pyrimidones
Syllabus for General Organic Chemistry M07A- Fall 2013 Prof. Robert Keil
Syllabus for General Organic Chemistry M07A- Fall 2013 Prof. Robert Keil Textbook and Materials What you must buy: Organic Chemistry 4 th Ed. Janice G. Smith, McGraw Hill. (Older edition is fine) Chem
Surface Organometallic Chemistry for novel heterogeneous catalysts
Bologna, February 13 th -14 th, 2013 Kick-off Meeting SINCHEM - Erasmus Mundus Joint Doctorate Programmes Surface rganometallic Chemistry for novel heterogeneous catalysts E. Alessandra Quadrelli Sustainable
CHEM 322 Organic Chemistry II - Professor Kathleen V. Kilway. CHAPTER 14 Substitution Reactions of Aromatic Compounds
CHEM 322 Organic Chemistry II - Professor Kathleen V. Kilway "Organic Chemistry" by Maitland Jones, 4 th edition Chapter 14 Homework: 1, 2, 5, 7, 13, 19, 20, 23, 26, 27, 28, 30, 31, 34, 35, 36, 41, 46,
All answers must use the correct number of significant figures, and must show units!
CHEM 10113, Quiz 2 September 7, 2011 Name (please print) All answers must use the correct number of significant figures, and must show units! IA Periodic Table of the Elements VIIIA (1) (18) 1 2 1 H IIA
Aminohydroxylation of Olefins: Development and Applications
Aminohydroxylation of lefins: Development and Applications by Manish awat Michigan State University Jan 17 th, 2001 utline 1. Aminohydroxylation of olefins a. t-butyl amine as source b. Chloramine-T as
AROMATIC COMPOUNDS A STUDENT SHOULD BE ABLE TO:
A STUDENT SHULD BE ABLE T: ARMATIC CMPUNDS 1. Name benzene derivatives given the structures, and draw the structures given the names. This includes: Monosubstituted benzenes named as derivatives of benzene:
Conjugation is broken completely by the introduction of saturated (sp3) carbon:
Chapter 16 Conjugation, resonance, and dienes Conjugation relies on the partial overlap of p-orbitals on adjacent double or triple bonds. A common conjugated system involves 1,3-dienes, such as 1,3-butadiene.
Electrophilic Aromatic Substitution
Electrophilic Aromatic Substitution Electrophilic substitution is the typical reaction type for aromatic rings. Generalized electrophilic aromatic substitution: E E Electrophile Lewis acid: may be or neutral.
ACID and BASES - a Summary
AID and BASES - a Summary Stefan Svensson 2004 Brönsted-Lowry : Acids donate protons Lewis -acid : Electron pair acceptor Bases accept protons Lewis-base: Electron pair donator. Acetic acid ättiksyra 3