Nickel Catalysis in Organic Synthesis by Sensuke Ogoshi

Nickel Catalysis in Organic Synthesis

Methods and Reactions

 

 

Edited by
Sensuke Ogoshi

 

 

 

 

 

 

 

Wiley Logo

All books published by Wiley-VCH are carefully produced. Nevertheless, authors, editors, and publisher do not warrant the information contained in these books, including this book, to be free of errors. Readers are advised to keep in mind that statements, data, illustrations, procedural details or other items may inadvertently be inaccurate.

Library of Congress Card No.:

applied for

British Library Cataloguing-in-Publication Data

A catalogue record for this book is available from the British Library.

Bibliographic information published by

the Deutsche Nationalbibliothek

The Deutsche Nationalbibliothek lists this publication in the Deutsche Nationalbibliografie; detailed bibliographic data are available on the Internet at <http://dnb.d-nb.de>.

© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Boschstr. 12, 69469 Weinheim, Germany

All rights reserved (including those of translation into other languages). No part of this book may be reproduced in any form – by photoprinting, microfilm, or any other means – nor transmitted or translated into a machine language without written permission from the publishers. Registered names, trademarks, etc. used in this book, even when not specifically marked as such, are not to be considered unprotected by law.

Print ISBN: 978-3-527-34407-9

ePDF ISBN: 978-3-527-81379-7

ePub ISBN: 978-3-527-81381-0

oBook ISBN: 978-3-527-81382-7

Preface

Nickel has been recognized as one of the most uncontrollable transition metals as a catalyst in homogeneous reactions and is sometimes called as a spirited horse. Therefore, chemists have developed new ligands, new reaction conditions, and new apparatus to control the reactivity of nickel catalysts, which allows us to apply nickel catalysts to a variety of bond forming reactions.

In fact, nickel-catalyzed reactions have been getting more popular and important for the past 10 years, since a variety of transformations of organic compounds via single-electron transfer processes as well as oxidative cyclization have been developed. These reactions are broadly applicable to the synthesis of complicated molecules and unprecedented bond formation.

The latest book focusing on nickel-catalyzed reactions had been published in 2005, “Modern Organonickel Chemistry,” edited by Professor Yoshinao Tamaru.

In Chart 1, we can see that the number of publications titled palladium-catalyzed reactions is two times higher than that of nickel-catalyzed reactions in 2018. However, the number of the publications of palladium-catalyzed reactions has been decreasing in the recent three years. On the other hand, that of nickel-catalyzed reactions has been increasing. The increasing number of publications of nickel-catalyzed reactions could be due to the improvement of reactors as well as the improvement of the quality of commercially available nickel catalysts (complexes). For example, yellow shine crystal of Ni(cod)2 is commercially available nowadays.

image

Chart 1.

Under these circumstances, I am convinced that the publication of a new book dealing with the recent progress in nickel catalysis would be very helpful to develop new reactions.

Finally, the authors hope this book will encourage graduate students who can control a spirited horse in the near future.

Sensuke Ogoshi

31 March 2019

Osaka

Part I
Reactions via Nickelacycles