Concerted Organic and Bio-Organic Mechanisms: 1st Edition (Hardback) book cover

Concerted Organic and Bio-Organic Mechanisms

1st Edition

By Andrew Williams

CRC Press

296 pages

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Hardback: 9780849391439
pub: 1999-10-27
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Description

The concept of concerted mechanisms was formulated nearly 90 years ago and virtually all general organic chemistry texts mention it. Until now, however, no monograph has addressed the concept explicitly. Over the last two decades, substantial advancements made in the development of precise methods for elucidating concerted mechanisms have heightened the need for a comprehensive text on the subject.

Concerted Organic and Bio-organic Mechanisms gathers the salient materials related to this emerging field into a single text. It sets forth the precise definition of concertedness-along with working sub-definitions-and describes rigorous experimental tools chemists can use to diagnose the existence or absence of concerted mechanisms.

Advances in our understanding of concerted mechanisms lead to further questions. Concerted Organic and Bio-organic Mechanisms provides the background and the tools researchers need to consider these important questions and further advance the frontiers of reactions, synthesis, and catalysis.

Reviews

"This is an excellent and authoritative book that covers not only concerted reactions but also stepwise reactions originally posed to be concerted. The book is very densely written, with much information, and with a careful reasoning style that demands concentration from the reader…offers a concise guide to a wide range of mechanistic studies. It will reward the careful student or researcher."

--Charles L. Perrin, University of California, San Diego, American Chemical Society Journal

Table of Contents

DEFINITIONS

Origin of the Concept

Mechanism and its Description

The Definition of Concertedness

Bond Order and Coupling

Potential energy or Free Energy?

Classes of Concerted Reactions

TECHNIQUES

Detection of Intermediates

Exclusion of Stepwise Mechanisms

Transition State Structure

PROTON TRANSFER

Proton Transfer between Bases

Proton Transfer and Displacement Reactions at Saturated Carbon Centers

Proton Transfer and Double Bond Changes

Non-Perfect Synchronization

NUCLEOPHILIC DISPLACEMENTS AT UNSATURATED CARBON

Displacements at the Carbonyl Group

Vinyl Group Transfer

Nucleophilic Aromatic Substitution

Nucleophilic Substitution at Diagonal Carbon

NUCLEOPHILIC DISPLACEMENTS AT SATURATED CARBON

Mechanisms

The Carbenium Ion

Ion-Pair Intermediates

The Concerted Mechanism

DISPLACEMENT REACTIONS AT HETEROATOMS

Electophilic Displacement at Hydrogen

Nucleophilic Displacement at Saturated Nitrogen

Nucleophilc Displacement at Silicon

Nuleophilic Displacement at Phosphorus(V)

Displacement at Sulfur

CYCLIC REACTIONS

Intermediates

Clock Reactions

Energetic Relationships

Nascent Products

Isotope Effects

Theoretical Methods

ENZYME REACTIONS

Proton Transfer

Theoretical Calculations

Isotopes

Carbohydrases

Aspartyl Proteases

Hydride Transfer

Amine Oxidases

Carbon-Carbon Bond Formation

Clocks

Cyclic Reactions

About the Series

New Directions in Organic & Biological Chemistry

Learn more…

Subject Categories

BISAC Subject Codes/Headings:
MED008000
MEDICAL / Biochemistry
SCI013040
SCIENCE / Chemistry / Organic