Organosilicon Chemistry

Novel Approaches and Reactions
1. Auflage 2019
ISBN: 978-3-527-34453-6
Verlag: Wiley VCH Verlag GmbH

Buch, Englisch, 550 Seiten, Format (B × H): 170 mm x 244 mm, Gewicht: 1247 g

Provides a unique summary of important catalytic reactions in the presence of silicon

A must-have for all synthetic chemists, this book summarizes all of the important developments in the application of organosilicon compounds in organic synthesis and catalysis. Edited by two world leaders in the field, it describes different approaches and covers a broad range of reactions, e.g. catalytic generation of silicon nucleophiles, Si-H Bond activation, C-H bond silylation, silicon-based cross-coupling reactions, and hydrosilylation in the presence of earth-abundant metals.

In addition to the topics covered above, Organosilicon Chemistry: Novel Approaches and Reactions features chapters that look at Lewis base activation of silicon Lewis acids, silylenes as ligands in catalysis, and chiral silicon molecules.

-The first book about this topic in decades, covering a broad range of reactions
-Covers new approaches and novel catalyst systems that have been developed in recent years
-Written by well-known, international experts in the areas of organometallic silicon chemistry and organosilicon cross-coupling reactions

Organosilicon Chemistry: Novel Approaches and Reactions is an indispensable source of information for synthetic chemists in academia and industry, working in the field of organic synthesis, catalysis, and main-group chemistry.

Autoren/Hrsg.

Hiyama, Tamejiro

Oestreich, Martin

Fachgebiete

• Naturwissenschaften Chemie Physikalische Chemie Chemische Reaktionen, Katalyse
• Technische Wissenschaften Verfahrenstechnik | Chemieingenieurwesen | Biotechnologie Verfahrenstechnik, Chemieingenieurwesen
• Naturwissenschaften Chemie Organische Chemie

Inhaltsverzeichnis

Foreword xiii

Preface xv

1 Catalytic Generation of Silicon Nucleophiles 1
Koji Kubota and Hajime Ito

1.1 Introduction 1

1.2 Silicon Nucleophiles with Copper Catalysts 2

1.2.1 Copper-Catalyzed Nucleophilic Silylation with Disilanes 2

1.2.1.1 Silylation of a,ß-Unsaturated Carbonyl Compounds 2

1.2.1.2 Silylation of Alkylidene Malonates 3

1.2.1.3 Silylation of Allylic Carbamates 3

1.2.2 Copper-Catalyzed Nucleophilic Silylation with Silylboronate 4

1.2.2.1 Silicon–Boron Bond Activation with Copper Alkoxide 4

1.2.2.2 Silylation of a,ß-Unsaturated Carbonyl Compounds 4

1.2.2.3 Catalytic Allylic Silylation 7

1.2.2.4 Catalytic Silylation of Imines 9

1.2.2.5 Catalytic Silylation of Aldehydes 9

1.2.2.6 Catalytic Synthesis of Acylsilanes 11

1.2.2.7 Silylative Carboxylation with CO2 11

1.2.2.8 CO2 Reduction via Silylation 13

1.2.2.9 Silyl Substitution of Alkyl Electrophiles 13

1.2.2.10 Decarboxylative Silylation 14

1.2.2.11 Silylative Cyclization 15

1.2.2.12 Silylative Allylation of Ketones 15

1.2.2.13 Silylation of Alkynes 16

1.2.2.14 Propargylic Substitution 19

1.2.3 Copper-Catalyzed Nucleophilic Silylation with Silylzincs 20

1.3 Silicon Nucleophiles with Rhodium Catalysts 21

1.3.1 Rhodium-Catalyzed Nucleophilic Silylation with Disilanes 21

1.3.2 Rhodium-Catalyzed Nucleophilic Silylation with Silylboronates 21

1.3.2.1 Conjugate Silylation 21

1.3.2.2 Coupling between Propargylic Carbonates to Form Allenylsilanes 22

1.4 Silicon Nucleophiles with Nickel Catalysts 22

1.4.1 Nickel-Catalyzed Nucleophilic Silylation with Alkyl Electrophiles 22

1.5 Silicon Nucleophiles with Lewis Base Catalysts 23

1.5.1 N-Heterocyclic Carbene-Catalyzed Nucleophilic 1,4-Silylation 23

1.5.2 Alkoxide Base–Catalyzed 1,2-Silaboration 24

1.5.3 Phosphine-Catalyzed 1,2-Silabor

Über Autor(innen)

Tamejiro Hiyama, PhD, is RDI Fellow at Chuo University and Professor Emeritus at Kyoto University (both in Japan). He is best known for his work in developing the Nozaki-Hiyama-Kishi reaction and the Hiyama cross-coupling. He is the recipient of the Chemical Society Award, the Humboldt Research Award, and the Frederic Stanley Kipping Award in Silicon Chemistry, and has published over 500 papers and 25 books.

Martin Oestreich, PhD, is Einstein Professor of Synthesis and Catalysis at the Technische Universität Berlin, Germany. His research is focused on main-group chemistry related to catalysis with emphasis on silicon and boron. He is on the editorial advisory board of European Journal of Organic Chemistry, Chemical Society Reviews, and Chemical Science, and has published over 250 papers and five books.