Radical and Ion-pairing Strategies in Asymmetric Organocatalysis - 1st Edition - ISBN: 9781785481277, 9780081011553

Radical and Ion-pairing Strategies in Asymmetric Organocatalysis

1st Edition

Authors: Maxime Vitale Sylvain Oudeyer Vincent Levacher Jean-Francois Briere
eBook ISBN: 9780081011553
Hardcover ISBN: 9781785481277
Imprint: ISTE Press - Elsevier
Published Date: 21st July 2017
Page Count: 184
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Description

Considering the challenge of sustainability facing our society in the coming decades, catalysis is without any doubt a research area of major importance. In this regard, asymmetric organocatalysis, now considered a pillar of green chemistry, deserves particular attention.

The first chapter of this volume examines the topic of asymmetric organocatalysis in light of radical chemistry. Recent important progress in this field has been attained by promoting the formation and harnessing the high reactivity of open-shell  intermediates. Merging organocatalysis with radical chemistry has been the key to solving some longstanding bottlenecks, and has also significantly contributed to reinforcing the key role of organocatalysis in asymmetric catalysis. This chapter presents the most significant developments in this area, with a particular focus on asymmetric SOMO- and photoredox-organocatalyzed transformations.

Chapter 2 focuses on quaternary ammonium salts (R4N+X-), especially chiral derivatives, and their behavior as unique catalysts in organocatalysis. Forming chiral ion-pairs capable of promoting asymmetric reactions, they also operate as unique “transporters” involved in phase transfer catalytic processes between liquid–liquid or liquid–solid systems. Furthermore, they offer unique opportunities when forming cooperative ion-paired entities R4N+X-, allowing a synergistic implication of the counter-ion X- either as Brønsted bases or Lewis bases. Specific design of such chiral catalysts in modern chemistry and better insight into their mode of activation facilitates efficient and unprecedented chemical transformations. This chapter provides an overview of the use of chiral quaternary ammonium salts in organocatalysis, emphasizing both general mechanistic aspects and the scope of this approach.

Key Features

  • Presents the most significant developments with a particular focus on asymmetric SOMO- and photoredox-organocatalyzed transformations
  • Givies a larger overview of chiral ammonium salts in organocatalysis rather than a specific review dedicated to specialists in this area
  • Affords a historical evolution of this field of research

Readership

Master and PhD students, chemistry teachers for pedagogical purposes

Table of Contents

1. SOMO and Photoredox Asymmetric Organocatalysis
1.1. Introduction
1.2. Asymmetric SOMO organocatalysis
1.3. Asymmetric photoredox organocatalysis
1.4. Conclusions
1.5. Bibliography

2. Chiral Quaternary Ammonium Salts in Organocatalysis
2.1. Introduction
2.2. Phase transfer catalysis
2.3. Cooperative ion pairs organocatalysts
2.4. Conclusions
2.5. Bibliography

Details

No. of pages:
184
Language:
English
Copyright:
© ISTE Press - Elsevier 2017
Published:
Imprint:
ISTE Press - Elsevier
eBook ISBN:
9780081011553
Hardcover ISBN:
9781785481277

About the Author

Maxime Vitale

Maxime R. Vitale is a researcher at the French National Scientific Research Center (CNRS).

Affiliations and Expertise

French National Scientific Research Center (CNRS), France

Sylvain Oudeyer

Sylvain Oudeyer is a lecturer at the University of Rouen Normandy (Organocatalysis axis - heterocycles team).

Affiliations and Expertise

University of Rouen Normandy, France

Vincent Levacher

Vincent Levacher is head of the heterocycles team in the COBRA laboratory at the University of Rouen Normandy.

Affiliations and Expertise

University of Rouen Normandy, France

Jean-Francois Briere

Jean-François Brière is CNRS researcher in the COBRA laboratory at the University of Rouen Normandy (Organocatalysis axis - heterocycles team).

Affiliations and Expertise

University of Rouen Normandy, France