Contents. Part I Redox Systems via d,π-conjugation

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1 Part I Redox Systems via d,π-conjugation 1 Conjugated Complexes with Quinonediimine Derivatives Toshiyuki Moriuchi, Toshikazu Hirao Introduction Architecturally Controlled Formation ofconjugatedcomplexeswith1,4-benzoquinonediimines Redox-Switching Properties of Conjugated Complexes with1,4-benzoquinonediimines Conclusion References Realizing the Ultimate Amplification in Conducting Polymer Sensors: Isolated Nanoscopic Pathways Timothy M. Swager DimensionalityinMolecular-WireSensors Analyte-Triggered Barrier Creation in Conducting Polymers IsolatedNanoscopicPathways Langmuir BlodgettApproachestoNanofibrils MolecularScaffoldsfortheIsolationofMolecularWires SummaryandFutureProspects References Metal-Containing π-conjugated Materials Michael O. Wolf Introduction π-conjugatedmaterials Nanomaterials Metal-Complex-ContainingConjugatedMaterials Preparation Properties Metal-Nanoparticle-ContainingConjugatedMaterials Preparation... 51

2 VIII Contents Properties Applications Conclusions References Redox Active Architectures and Carbon-Rich Ruthenium Complexes as Models for Molecular Wires Stéphane Rigaut, Daniel Touchard, Pierre H. Dixneuf Introduction Ruthenium Allenylidene and Acetylide Building Blocks: BasicProperties SyntheticRoutes RedoxProperties Oxidation of Ruthenium Metal Acetylides: Stable Ru II /Ru III Systems and a New Route toallenylidenemetalcomplexes Reduction of Metal Allenylidenes: Access to Stable Organic Radicals and a Route to Acetylides Bimetallic Complexes from the Ru(dppe) 2 System ABinuclearBis-AcetylideRutheniumComplex Bis-Allenylidene Bridges Linking Two Ruthenium Complexes C 7 BridgedBinuclearRutheniumComplexes Connection of Two Carbon-Rich Chains withtherutheniumsystem Trimetallic and Oligomeric Metal Complexes withcarbon-richbridges Star Organometallic-Containing Multiple Identical Metal Sites Conclusion References Molecular Metal Wires Built from a Linear Metal Atom Chain Supported by Oligopyridylamido Ligands Chen-Yu Yeh, Chih-Chieh Wang, Chun-Hsien Chen, Shie-Ming Peng Introduction SynthesisofOligopyridylamineLigands DimerizationbySelf-ComplementaryHydrogenBonding ComplexationofOligopyridylamineLigands Mono-andDinuculearComplexes StructuresofLinearMultinuclearNickelComplexes StructuresofLinearMultinuclearCobaltComplexes StructuresofLinearMultinuclearChromiumComplexes StructuresofTrirutheniumandTrirhodiumComplexes ComplexesofModifiedLigands

3 IX 5.11 ElectrochemicalPropertiesoftheComplexes ScanningTunnelingMicroscopyStudies Summary References Multielectron Redox Catalysts in Metal-Assembled Macromolecular Systems Takane Imaoka, Kimihisa Yamamoto Introduction MultielectronRedoxSystems MultinuclearComplexesasRedoxCatalysts Macromolecule-MetalComplexes MetalIonAssemblyonDendriticMacromolecules Conclusion References Part II Redox Systems via Coordination Control 7 Triruthenium Cluster Oligomers that Show Multistep/Multielectron Redox Behavior Tomohiko Hamaguchi, Tadashi Yamaguchi, Tasuku Ito Introduction SynthesesofOligomers1and RedoxBehaviorof1and Conclusion References Molecular Architecture of Redox-Active Multilayered Metal Complexes Based on Surface Coordination Chemistry Masa-aki Haga Introduction Fabrication of Multilayer Nanoarchitectures bysurfacecoordinationchemistry Layer-by-LayerAssemblyonSolidSurfaces Molecular Design of Anchoring Groups forcontrolofmolecularorientationonsurfaces Molecular Design of Redox-Active Metal Complex Units forthecontrolofenergylevelsonsurfaces Chemical Functions ofredox-activemultilayeredcomplexesonsurface ElectronTransferEventsinMultilayerNanostructures

4 X Contents Combinatorial Approach to Electrochemical Molecular Devices inamultilayernanostructureonsurfaces Surface DNA Trapping by Immobilized Metal Complexes withintercalatormoietytowardnanowiring Conclusion References Programmed Metal Arrays by Means of Designable Biological Macromolecules Kentaro Tanaka, Tomoko Okada, Mitsuhiko Shionoya Introduction DNA-DirectedMetalArrays Metal-MediatedBasePairinginDNA Single-Site Incorporation ofametal-mediatedbasepairintodna DiscreteSelf-AssembledMetalArraysinDNA Peptide-DirectedMetalArrays DesignConcept HeterogeneousMetalArraysUsingCyclicPeptides MetalIonSelectivityinSupramolecularComplexation Conclusion References Metal-Incorporated Hosts for Cooperative and Responsive Recognition to External Stimulus Tatsuya Nabeshima, Shigehisa Akine Introduction Pseudomacrocycles forcooperativemolecularfunctionalsystems Oligo(N 2 O 2 -Chelate)Macrocycles Design of Macrocyclic Oligo(N 2 O 2 -Chelate) Ligands andmetallohosts Synthesis and Structure of Tris(N 2 O 2 -Chelate) Macrocycles Acyclic Oligo(N 2 O 2 -Chelate)Ligands Design of Acyclic Oligo(N 2 O 2 -Chelate)Ligands Complexes of a New N 2 O 2 -ChelateLigand,Salamo Synthesis, Structure, and Properties of Acyclic Oligo(N 2 O 2 -Chelate)Ligands Conclusion References

5 XI 11 Synthesis of Poly(binaphthol) via Controlled Oxidative Coupling Shigeki Habaue, Bunpei Hatano Introduction Asymmetric Oxidative Coupling withdinuclearmetalcomplexes OxidativeCouplingPolymerizationofPhenols Oxidative Coupling Polymerization of2,3-dihydroxynaphthalene Conclusion References Part III Redox Systems via Molecular Chain Control 12 Nano Meccano Yi Liu, Amar H. Flood, J. Fraser Stoddart Introduction Redox-ControllableMolecularSwitchesinSolution Bistable[2]Catenanes Bistable[2]Rotaxanes Self-ComplexingMolecularSwitches Application of Redox-Controllable Molecular Machines inelectronicdevices Application of Redox-Controllable Molecular Machines inmechanicaldevices SwitchinginLangmuir BlodgettFilm MolecularMachinesFunctioningasNanovalves ArtificialMolecularMuscles Conclusions References Through-Space Control of Redox Reactions Using Interlocked Structure of Rotaxanes Nobuhiro Kihara, Toshikazu Takata Introduction Redox Behavior and Conformation offerrocene-end-cappedrotaxane Reduction of Ketone by Rotaxane BearingaDihydronicotinamideGroup Conclusion References

6 XII Contents 14 Metal-Containing Star and Hyperbranched Polymers Masami Kamigaito Introduction Metal-ContainingStarPolymers Metal-Containing Star Polymers with a Small andwell-definednumberofarms Metal-Containing Star Polymers with a Large and Statistically Distributed Number of Arms Metal-ContainingHyperbranchedPolymers ConcludingRemarks References Electronic Properties of Helical Peptide Derivatives at a Single Molecular Level Shunsaku Kimura, Kazuya Kitagawa, Kazuyuki Yanagisawa, Tomoyuki Morita MolecularElectronics ElectronTransferThroughMolecules ElectronicPropertiesofHelicalPeptides ElectronTransferMechanismoveraLongDistance EffectofLinkersonElectronTransfer Helical-PeptideScaffoldforElectronHopping Photocurrent Generation with Helical Peptides CarryingNaphthylGroups Conclusion References Construction of Redox-Induced Systems Using Antigen-Combining Sites of Antibodies and Functionalization of Antibody Supramolecules Hiroyasu Yamaguchi, Akira Harada Introduction Photoinduced Electron Transfer from Porphyrins toelectronacceptormolecules Monoclonal Antibodies for meso-tetrakis(4-carboxyphenyl)porphyrin(tcpp) Photoinduced Electron Transfer from a Porphyrin toanelectronacceptorinanantibody-combiningsite Peroxidase Activity of Fe-Porphyrin-Antibody Complexes Preparation of Monoclonal Antibodies AgainstCationicPorphyrins PeroxidaseActivityofAntibody-Fe-TMPyPComplex DendriticAntibodySupramolecules

7 XIII 16.5 Linear Antibody Supramolecules: Application fornovelbiosensingmethod AntiviologenAntibodies Applications for Highly Sensitive Detection Method of Methyl Viologen by Supramolecular Complex Formation BetweenAntibodiesandDivalentAntigens Conclusions References Subject Index