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Categories: Organic Chemistry >> Organometallics >> Transition Metals, Reagents

Palladium Reagents and Catalysts: New Perspectives for the 21st Century

Jiro Tsuji

Hardcover, 670 Pages
First Edition, June 2004
ISBN: 978-0-470-85032-9


Jiro Tsuji, one of the pioneers in this field of organic synthesis, provides synthetic organic chemists with a remarkable overview of the many applications of organopalladium chemistry. Tsuji discusses the recent developments in the field as well as the explosive growth over the last five years. The book

This volume, together with Innovations in Organic Synthesis, Tsuji's previous title, provides complete coverage of over 40 years of organopalladium chemistry.

Palladium Reagents and Catalysts: New Perspectives for the 21st Century is an essential reference source and companion for students, and both industrial and academic research chemists working in organic synthesis, particularly on synthesis of natural products and medicinal compounds.

Those studying development of new synthetic methodology and organometallic chemistry will also find this book valuable.

Editorial Review

In no other area of chemistry have so many advancements been made over recent years as in the field of palladium catalysis. Jiro Tsuji has kept abreast of these changes, and brings his careful scrutiny to bear on the developments over the past five years since the appearance of the first edition of his book, "Palladium Reagents and Catalysts". This period has seen the development of a multitude of new catalysts, which afford masterful control over the chemistry of a given reactant. Several of the new methods make it possible to carry out transformations on substrates for which no palladium-catalyzed chemistry was possible five years ago.

This book covers an extensive array of reactions types, ranging from oxidation, through C-C bond coupling, to amination. It is amazing that a single book of such scope could actually be written, but Tsuji has accomplished this feat! He has achieved just the right balance in comparing the various catalysts and methods for selected transformations, and is able to provide the reader with a vantage point from which this knowledge can profitably be used in method development.

"Palladium Reagents and Catalysts" is a very interesting book, penned by one of the most respected authors to have earned themselves a place in the field of palladium catalysis. In this work, Jiro Tsuji has combined introductory chapters, historical summaries and extensive literature surveys of current methodology to produce a comprehensive volume that has turned out extremely well.

This new monograph is to be recommended for anyone with an interest in palladium-catalyzed reactions.


1 The Basic Chemistry of Organopalladium Compounds
1.1 Characteristic Features of Pd-Promoted or -Catalyzed Reactions
1.2 Palladium Compounds, Complexes, and Ligands Widely Used in Organic Synthesis
1.3 Fundamental Reactions of Pd Compounds
2 Oxidative Reactions with Pd(II) Compounds
2.1 Introduction
2.2 Reactions of Alkenes
2.2. 2 Reaction with Water
2.3 Stoichiometric Reactions of Pi-Allyl Complexes
2.4 Reactions of Conjugated Dienes
2.5 Reactions of Allenes
2.6 Reaction of Alkynes
2.7 Homocoupling and Oxidative Substitution Reactions of Aromatic Compounds
2.8 Regioselective Reactions Based on Chelation and Participation of Heteroatoms
2.9 Oxidative Carbonylation of Alcohols and Amines
2.10 Oxidation of Alcohols
2.11 Enone Formation from Ketones and Cycloalkenylation
3 Pd(0)-Catalyzed Reactions of sp2Organic Halides and Pseudohalides
3.1 Introduction
3.2 Reactions with Alkenes (Mizoroki-Heck Reaction)
3.3 Reactions of Aromatics and Heteroaromatics
3.4 Reactions with Alkynes
3.5 Carbonylation and Reactions of Acyl Chlorides
3.6 Cross-Coupling Reactions with Organometallic Compounds of the Main Group Metals via Transmetallation
3.7 Arylation and Alkenylation of C, N, O, S, and P Nucleophiles
3.8 Miscellaneous Reactions of Aryl Halides
4 Pd(0)-Catalyzed Reactions of Allylic Compounds via Pi-Allylpalladium Complexes
4.1 Introduction and Range of Leaving Groups
4.2 Allylation
4.3 Reactions with Main Group Organometallic Compounds via Transmetallation
4.4 Carbonylation Reactions
4.5 Intramolecular Reactions with Alkenes and Alkynes
4.6 Hydrogenolysis of Allylic Compounds
4.7 Allyl Group as a Protecting Group
4.8 1,4-Elimination
4.9 Reactions via Pi-Allylpalladium Enolates
4.10 Pd(0) and Pd(II)-Catalyzed Allylic Rearrangement
4.11 Reactions of 2,3-Alkadienyl Derivatives via Methylene-Pi-allylpalladiums
5 Pd(0)-Catalyzed Reactions of 1,3-Dienes, 1,2-Dienes (Allenes), and Methylenecyclopropanes
5.1 Reactions of Conjugated Dienes
5.2 Reactions of Allenes
5.3 Reactions of Methylenecyclopropanes
6 Pd(0)-Catalyzed Reactions of Propargyl Compounds
6.1 Introduction and Classification of Reactions
6.2 Reactions via Insertion of Alkenes and Alkynes
6.3 Carbonylations
6.4 Reactions of Main Group Metal Compounds
6.5 Reactions of Terminal Alkynes; Formation of 1,2-Alkadien-4-ynes
6.6 Reactions of Nucleophiles on Central sp Carbon of Allenylpalladium Intermediates
6.7 Hydrogenolysis and Elimination of Propargyl Compounds
7 Pd(0)- and Pd(II)-Catalyzed Reactions of Alkynes and Benzynes
7.1 Reactions of Alkynes
7.2 Reactions of Benzynes
8 Pd(0)-Catalyzed Reactions of Alkenes
8.1 Carbonylation
8.2 Hydroamination
8.3 Hydrometallation
8.4 Miscellaneous Reactions
9 Pd(0)-Catalyzed Miscellaneous Reactions of Carbon Monoxide
10 Miscellaneous Reactions Catalyzed by Chiral and Achiral Pd(II) Complexes