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Transition Metals for Organic Synthesis

Matthias Beller, Carsten Bolm

Gebunden, 1314 Seiten, 2 Volumes
2. Auflage, 2004
ISBN: 3-527-30613-7
Wiley-VCH

Beschreibung

The top editors -- Beller/Bolm -- have put together an international team of over 70 renowned authors, including two Nobel laureates, to guarantee first-class contributions in these two volumes. Readers in academia or working in fine chemical production will find here rapid access to this thorough and indispensable compendium.

Besprechung

Übergangsmetall-Katalyse erlaubt viele selektive und atomökonomische Umsetzungen. Die Anzahl Publikationen, welche zum Thema erschienen sind, hat enorm zugenommen. Etliche, im Laboralltag lange unbekannte Umsetzungen wie z.B. Ringschlussmetathese sind innerhalb weniger Jahrzehnte beeindruckend weiterentwickelt worden.

Man erahnt, dass es fast unmöglich ist, innerhalb von 1314 Seiten dem Feld gerecht zu werden. Doch "Transition Metals for Organic Synthesis" gelingt der Spagat zwischen Breite und Tiefe eindrucksvoll. Alle wichtigen Felder, wie C-C-Kupplung, N-Arylierung, Carbonylierung, Oxidation und Reduktion sind vertreten. Der Untertitel "Building Blocks and Fine Chemicals" lässt erahnen, dass die Methodenauswahl darauf abzielt, industriellen Ansprüchen gerecht zu werden. So bleiben problematische Umsetzungen wie z.B. die Stille-Kupplung mit Zinnorganylen gänzlich unerwähnt; das Feld der C-C-Kupplungen wird aber durch geeignetere Methoden repräsentiert!

Die Zusammenfassungen einzelner Umsetzungen decken innerhalb weniger Seiten die wichtigsten Methoden ab (unterschiedliche Reaktionsbedingungen und Katalysatoren). Je nach Autor erfolgt zudem eine Diskussion des Reaktionsmechanismus, oder es wird ein historischer Überblick gegeben. Das Buch ist also eine interessante Lektüre, um eine generelle Übersicht über die wichtigsten Übergangsmetall-katalysierten Reaktionen zu erlangen. Die Kapitel zu den konkreten Reaktionstypen ermöglichen durch ihre Kürze ein schnelles Erarbeiten von nötigen Grundlagen und einen einfachen Einstieg für weitere Literaturrecherchen.

Review by Reza Fallahpour

The book "Transition Metals for Organic Synthesis" describes some basic aspects of the organic chemistry of metal catalysts, and their application to the synthesis of building blocks and fine chemicals. This collective work is presented in 61 chapters authored by renowned scientists, beginning with a fantastic overview of the basic aspects of metal catalysts given by B.M. Trost.

In Nature, living creatures use the power of metals for both synthesis and energy transfer. To mimic Nature, special tools (catalysts) are needed, and these must be designed and synthesised. The design of these catalysts is challenging and requires extensive know-how. Nowadays, metal catalysts are being used in almost every field of chemistry, and applications in industry are on the increase, even at the production level.

This book begins with the basic aspects and concepts regarding the use of transition metals. The initial chapters provide extensive discussion of the application of transition metals in some of the fields of hydroformylation, hydrocarboxylation, the synthesis of alkenes and alkynes, and cyclopropanation. The topics of palladium and titanium catalysed C-C-coupling reactions occupy the next chapters, followed by palladium-catalysed C-N coupling reactions. Later chapters describe the catalytic activity of lanthanides, bismuth and iron, to be followed by oxidation and reduction reactions. In addition, the role of different reaction media and energisation methods (microwave and high pressure) is discussed.

These two volumes give overviews of metal catalyst applications for different reactions under various conditions. With this in mind, it covers nearly all of the important and interesting reactions in the field of synthesis. Certainly, it is not possible to mention each of the reactions in detail when dealing with such a breadth of topics. However, the concepts are very well discussed and presented, and it is exactly for that reason that I strongly recommend this book to all chemists working in organic synthesis. However, this book might be challenging for undergraduate students to understand.

Both editors pose the question in preface, "Is there really a need for a 2. Auflage of this book?" This reviewer's emphatic answer is, "Yes, there is." The material in nearly all of the chapters has been re-examined and updated. Only a few of the contributors from the first edition have not updated their sections. While unfortunate, this is the only perceived lack in this 2. Auflage.

In any case, this two-volume work is recommended for obtaining a thorough overview of the applications of metals in organic synthesis.

Inhalt

VOLUME I: FORMATION OF CARBON-CARBON BONDS

Concepts for the Use of Transition Metals in Industrial Fine Chemical Synthesis
Hydroformylation - Applications in the Synthesis of Pharmaceuticals and Fine Chemicals
Multiple Carbon-Carbon Bond Formations under Hydroformylation Conditions
The Amidocarbonylation of Aldehydes
Cyclopropanation
Isomerization of Olefin and the Related Reactions
Suzuki Reaction
Transition Metal-Catalyzed Arylation of Amines and Alcohols
Heck Reaction
Palladium-Catalyzed Allylic Substitutions
Fischer-Type Carbene Complexes
Chromium-Arene Complexes

VOLUME II: REDUCTIONS-OXIDATIONS

Homogeneous Hydrogenations
Heterogeneous Hydrogenations
Transferhydrogenations
Hydrosilylations
Oxidations of C-H Compounds Catalyzed by Metal Complexes
Metal-Catalyzed Baeyer-Villiger Reactions
Asymmetric Aminohydroxylation - Recent Developments
Rhenium-Catalyzed Epoxidations
Wacker-Type Oxidations
Two-Phase Catalysis
Transition Metal Catalysis under High Pressure in Liquid Phase
Transition Metal Catalysis using Ionic Liquids