Chemistry of Thioamides

ISBN-13: 9789811378270 / Angielski / Twarda / 2019 / 238 str.

Toshiaki Murai

Spis treści

Chapter 1. Thioamides: Overview

Toshiaki Murai

 

Chapter 2. Theoretical Aspects of Thioamides                       

José V. Cuevas, José García-Calvo, Víctor García-Calvo, Gabriel García-Herbosa and Tomás Torroba

 

Chapter 3. Synthesis of Thioamides                           

Toshiaki Murai

 

Chapter 4. Reaction of Thioamides                             

Toshiaki Murai

 

Chapter 5. Asymmetric Synthesis Using Thioamides

Masakatsu Shibasaki, Naoya Kumagai

 

Chapter 6. Synthesis of Heterocycles from Thioamides

Hong Yan, Hai-Chao Xu 

 

Chapter 7. Thioamides-based Transition Metal-complexes

Ken Okamoto, Junpei Kuwabara, Takaki Kanbara

 

Chapter 8. Thioamide-containing Peptides and Proteins

Taylor M. Barrett, Kristen E. Fiore, Chunxiao Liu, and E. James Petersson

O autorze

Prof. Toshiaki Murai obtained his Ph.D. degree in 1986 under the guidance of Professors Noboru Sonoda and Shinji Murai at Osaka University. Since 1983, he had been a research associate in Professor Shinzi Kato Group at Gifu University. He spent two years as a postdoctoral fellow in Professor Jonathan L. Sessler group from 1986. He became an Associate Professor in 1990 and was promoted to a Full Professor in 2001 at Gifu University.

He has been a Section Editor of the Chemistry Letters since 2013 and one of Editorial Advisory Board Members of ChemistryOpen since 2017.

He was awarded Progress Award in Synthetic Organic Chemistry, Japan (1997, 2) and Gifu Shinbun Grand Prize (2017.2).

His research interest is Synthetic Organic and Elements Chemistry Related to Organochalcogen and Organophosphorus Compounds. 

Blurb

This book covers whole aspects of the sulfur isologues of amides. Starting from the synthetic methods of thioamides, a range of synthetic applications to the construction of carbon–sulfur and carbon–carbon bonds, to asymmetric reactions, to formation of heterocycles are described.

Among the array of thiocarbonyl compounds, thioamides are readily handled in room temperature air. Some of their characteristic features are that the polarity of C=S bonds in thioamides is much smaller than C=O bonds in ordinary amides, that thioamides possess higher HOMO and lower LUMO when compared with those of ordinary amides, and that carbon atoms alpha to the C=S and nitrogen atoms in thioamides are more acidic than those in ordinary amides. Theoretical studies further disclose their features.

Thioamides are also used as ligands to a wide variety of metals. Their unique photophysical properties and catalytic activities are described here. Characteristic features of biologically relevant thioamides, e.g., thiopeptides and related compounds, are the final focus of the book.