N-Heterocyclic carbenes : effective tools for organometallic synthesis / edited by Steven P. Nolan.

Format:

Book

Contributor:

Nolan, Steven P., editor.

Language:

English

Subjects (All):

Carbenes (Methylene compounds).

Heterocyclic chemistry.

Organometallic compounds--Synthesis.

Organometallic compounds.

Physical Description:

1 online resource (569 p.)

Edition:

1st ed.

Place of Publication:

Weinheim an der Bergstrasse, Germany : Wiley-VCH, 2014.

Language Note:

English

Summary:

This comprehensive reference and handbook covers in depth everything about 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 an excellent and experienced scientist, this is an essential tool for every synthetic chemist in academia and industry.

Contents:

N-Heterocyclic Carbenes: Effective Tools for Organometallic Synthesis; Contents; List of Contributors; Preface; 1 N-Heterocyclic Carbenes; 1.1 Introduction; 1.2 Structure and Properties of NHCs; 1.3 Abnormal Carbenes; 1.4 Why Are NHCs Stable?; 1.5 Bonding of NHCs to Metal Centers; 1.6 Quantifying the Properties of NHCs; 1.6.1 Steric Impact; 1.6.2 Electronic Properties; 1.7 N-Heterocyclic Carbenes in the Context of Other Stable Carbenes; 1.8 Synthesis of NHCs; 1.9 Salts and Adducts of NHCs; 1.10 Summary; References

2 Tuning and Quantifying Steric and Electronic Effects of N-Heterocyclic Carbenes2.1 Introduction; 2.2 Steric Effects in NHC ligands; 2.3 Electronic Effects in NHC Ligands; 2.4 Conclusions; References; 3 Chiral Monodendate N-Heterocyclic Carbene Ligands in Asymmetric Catalysis; 3.1 Introduction; 3.2 NHC-Ru; 3.2.1 Asymmetric Metathesis; 3.2.2 Asymmetric Hydrogenation; 3.2.3 Asymmetric Hydrosilylation; 3.3 NHC-Rh; 3.3.1 Asymmetric Catalysis Using Boronic Acids as Nucleophiles; 3.3.2 Asymmetric Hydrosilylation; 3.3.3 Asymmetric Hydroformylation; 3.4 NHC-Ir; 3.5 NHC-Ni; 3.6 NHC-Pd

3.6.1 Asymmetric Intramolecular α-Arylation ofAmides3.6.2 Asymmetric Diamination; 3.6.3 Other Asymmetric Catalysis Using NHC-Pd; 3.7 NHC-Cu; 3.7.1 Asymmetric Conjugate Addition; 3.7.2 Asymmetric Allylic Substitution; 3.7.3 Silyl Conjugate Addition; 3.7.4 Enantioselective β-Boration; 3.7.5 Asymmetric Hydrosilylation; 3.7.6 Asymmetric Addition to Imines; 3.8 NHC-Ag; 3.9 NHC-Au; 3.9.1 Enantioselective Cycloisomerizations; 3.9.2 Enantioselective Hydrogenation; 3.9.3 Enantioselective Cycloaddition; 3.10 Conclusion; References; 4 (N-Heterocyclic Carbene)-Palladium Complexes in Catalysis

4.1 Introduction4.2 Cross-Coupling Reactions; 4.2.1 Suzuki-Miyaura Coupling; 4.2.2 Buchwald-Hartwig Aminations; 4.2.3 Negishi Reactions; 4.2.4 Hiyama Coupling; 4.2.5 Kumada Coupling; 4.2.6 Sonogashira Coupling; 4.2.7 Heck Reaction; 4.3 Chelates and Pincer Ligands; 4.4 Asymmetric Catalysis; 4.5 Oxidation Reactions; 4.6 Telomerization, Oligomerization and Polymerization; 4.7 Anticancer NHC-Pd Complexes; References; 5 NHC Platinum(0) Complexes: Unique Catalysts for the Hydrosilylation of Alkenes and Alkynes; 5.1 Introduction; 5.2 Hydrosilylation of Alkenes: The Beginning

5.3 Initial Results with Phosphine Ligands5.4 NHC Platinum(0) Complexes: The Breakthrough; 5.4.1 Synthesis of NHC Platinum(0) Complexes and Kinetic Assays; 5.4.2 Functional Group Tolerance and Substrate Scope; 5.4.3 Mechanistic Studies; 5.4.3.1 Activation Period; 5.4.3.2 Catalyst Deactivation Pathways; 5.4.3.3 Semiquantitative Kinetic Studies; 5.4.3.4 Quantitative Kinetic Modeling; 5.4.3.5 Conclusions; 5.5 Hydrosilylation of Alkynes; 5.5.1 Catalyst Screening and the Impact of NHCs on Regioselectivity; 5.5.2 Influence of Silane on Regioselectivity

5.5.3 Second-Generation Catalyst for the Hydrosilylation of Alkynes

Notes:

Description based upon print version of record.

Includes bibliographical references and index at the end of each chapters.

Description based on online resource; title from PDF title page (ebrary, viewed July 21, 2014).

ISBN:

9783527671243

3527671242

9783527671229

3527671226

9783527671250

3527671250

OCLC:

883571341