Overview

This comprehensive reference and handbook covers in depth all major aspects of the use of N-heterocyclic carbene-complexes in organic synthesis: from the theoretical background to characterization, and from cross-coupling reactions to olefin metathesis. Edited by a leader and experienced scientist in the field of homogeneous catalysis and use of NHCs, this is an essential tool for every academic and industrial synthetic chemist.

Full Product Details

Author:   Steven P. Nolan (University of St. Andrews, School of Chemistry, St. Andrews, UK)
Publisher:   Wiley-VCH Verlag GmbH
Imprint:   Blackwell Verlag GmbH
Dimensions:   Width: 17.50cm , Height: 3.30cm , Length: 25.10cm
Weight:   1.361kg
ISBN:  

9783527334902

ISBN 10:   3527334904
Pages:   568
Publication Date:   03 September 2014
Audience:   Professional and scholarly ,  Professional & Vocational
Format:   Hardback
Publisher's Status:   Active
Availability:   To order  
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Table of Contents

Preface N-HETEROCYCLIC CERBENES Introduction Structure and Properties of NHCs Abnormal Carbenes Why Are NHCs Stable? Bonding of NHCs to Metal Centers Quantifying the Properties of NHCs N-Heterocyclic Carbenes in the Context of Other Stable Carbenes Synthesis of NHCs Salts and Adducts of NHCs Summary TUNING AND QUANTIFYING STERIC AND ELECTRONIC EFFECTS OF N-HETEROCYCLIC CARBENES Introduction Steric Effects in NHC ligands Electronic Effects in NHC Ligands Conclusions CHIRAL MONODENDATE N-HETEROCYCLIC CARBENE LIGANDS IN ASYMMETRIC CATALYSIS Introduction NHC-Ru NHC-Rh NHC-Ir NHC-Ni NHC-Pd NHC-Cu NHC-Ag NHC-Au Conclusion (N-HETEROCYCLIC CARBENE)-PALLADIUM COMPLEXES IN CATALYSIS Introduction Cross-Coupling Reactions Chelates and Pincer Ligands Asymmetric Catalysis Oxidation Reactions Telomerization, Oligomerization and Polymerization Anticancer NHC-Pd Complexes NHC PLATINUM(0) COMPLEXES: UNIQUE CATALYSTS FOR THE HYDROSILYLATION OF ALKENES AND ALKYNES Introduction Hydrosilylation of Alkenes: The Beginning Initial Results with Phosphine Ligands NHC Platinum(0) Complexes: The Breakthrough Hydrosilylation of Alkynes Conclusions SYNTHESIS AND MEDICINAL PROPERTIES OF SILVER-NHC COMPLEXES AND IMIDAZOLIUM SALTS Introduction Silver-NHC Complexes as Antimicrobial Agents Silver-NHC Complexes as Anticancer Agents Conclusions MEDICAL APPLICATIONS OF NHC-GOLD AND -COPPER COMPLEXES Introduction Gold Antimicrobial Agents Metals as Antitumor Reagents Copper Complexes as Antitumoral Reagents Conclusion NHC-COPPER COMPLEXES AND THEIR APPLICATIONS Introduction History of NHC-Copper Systems Hydrosilylation Allene Formation 1,4-Reduction Conjugate Addition Hydrothiolation, Hydroalkoxylation, Hydroamination Carboxylation and Carbonylation (via Boronic Acids, CH Activation): CO2 Insertion [3 + 2] Cycloaddition Reaction: Formation of Triazole Allylic Substitution Carbene and Nitrene Transfer Boration Reaction Olefination of Carbonyl Derivatives Copper-Mediated Cross-Coupling Reaction Fluoride Chemistry Other Reactions Transmetalation Conclusion NHC-AU(I) COMPLEXES: SYNTHESIS, ACTIVATION, AND APPLICATION Introduction Synthesis of NHC-Gold(I) Chlorides Activation of NHC-Au(I) Chlorides Applications of NHC-Au(I) Catalysts Conclusion RECENT DEVELOPMENTS IN THE SYNTHESIS AND APPLICATIONS OF RHODIUM AND IRIDIUM COMPLEXES BEARING N-HETEROCYCLIC CARBENE LIGANDS Introduction Rh- and Ir-NHC-Based Complexes: Structural and Electronic Features Mono-NHCs Catalytic Applications of Rhodium and Iridium NHC-Based Complexes Abbreviations N-HETEROCYCLIC CARBENE?RUTHNIUM COMPLEXES: A PROMINENT BREAKTHROUGH IN METATHESIS REACTIONS Introduction Variations of NHC in Ruthenium Complexes Modifications in Imidazol- and Imidazolin-2-ylidene Ligands Influence of Symmetrically 1,3-Substituted N-Heterocyclic Carbene in Metathesis Unsymmetrically N,N'-Substituted N-Heterocyclic Carbenes RUTHENIUM N-HETEROCYCLIC CARBENE COMPLEXES FOR THE CATALYSIS OF NONMETATHESIS ORGANIC TRANSFORMATIONS Introduction Transfer Hydrogenation Direct Hydrogenation (and Hydrosilylation) Borrowing Hydrogen Alcohol Racemization Arylation Reactions of Alkynes Isomerization of C=C Bonds Allylic Substitution Reactions Miscellaneous Reactions Conclusions NICKEL COMPLEXES OF N-HETEROCYCLIC CARBENES Introduction Nickel-NHC Catalysts Cross-Coupling Reactions Oxidation/Reduction Reactions Hydrosilylation Cycloadditions Isomerization Reductive Coupling Conclusions and Outlook COODINATION CHEMISTRY, RACTIVITY, AND APPLICATIONS OF EARLY TRANSITION METAL COMPLEXES BEARING N-HETEROCYCLIC CARBENE LIGANDS Introduction Group 3 Metal Complexes Group 4 Metal Complexes Group 5 Metal Complexes Group 6 Metal Complexes Group 7 Metal Complexes Conclusion NHC COMPLEXES OF MAIN GROUP ELEMNTES: NOVEL STRUCTURES, REACTIVITY, AND CATALYTIC BEHAVIOR Introduction Structures of Common NHCs for Main Group Chemistry NHC Complexes of Group 1 Elements NHC Complexes of Group 2 Elements NHC Complexes of Group 13 Elements NHC Complexes of Group 14 Elements NHC Complexes of Group 15 Elements NHC Complexes of Group 16 Elements NHC Complexes of Group 17 Elements NHC Reactivity with Protic Reagents Cyclic Alkyl Amino Carbenes: Closely Related Cyclic Cousins to NHCs with Similar and Differing Reactivities Summary and Outlook CATALYSIS WITH ACYCLIC AMINOCARBENE LIGANDS: ALTERNATIVES TO NHCs WITH DISTINCT STERIC AND ELCTRONIC PROPERTIES Introduction Metalation Routes of Acyclic Carbene Ligands Ligand Properties of Acyclic Carbenes Catalytic Applications Frontiers in Acyclic Carbene Chemistry Conclusion Index

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Author Information

Steven P. Nolan was born in Canada. He received his B.Sc. in Chemistry from the University of West Florida and his Ph.D. from the University of Miami where he worked under the supervision of Professor Carl D. Hoff. After a postdoctoral stay with Professor Tobin J. Marks at Northwestern University, he joined the Department of Chemistry of the University of New Orleans in 1990. In 2006 he joined the Institute of Chemical Research of Catalonia (ICIQ) as Group leader and ICREA Research Professor. In early 2009, he joined the School of Chemistry at the University of St Andrews where he is Professor and holds the Chair in Inorganic chemistry.

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