Cycloaddition Reactions of Heterocumulenes

Cycloaddition Reactions of Heterocumulenes

Author: Henri Ulrich

Publisher: Elsevier

Published: 2012-12-02

Total Pages: 375

ISBN-13: 0323162762

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Cycloaddition Reactions of Heterocumulenes reviews cycloaddition reactions, particularly on hetercocumulenes having "four-electron" bonds. This book discusses the chemical relationship among the various classes of heterocumulenes, including their chemical reactivity which ranges from highly reactive species to nearly inert compounds. This text also investigates the nucleophilic reactions of ketenes and isocyanates with suitable substrates, and if possible, correlates available data with the reactivity of these species in cycloaddition reactions. This book also investigates the cycloaddition reactions of carbon suboxide and other aspects of its chemistry due to the presence of many other interrelated reactions. The synthetic organic chemist should also investigate the application of isocyanate reactions associated with the cumulative double bonds. This text investigates carbodiimides as useful reagents for peptide synthesis, and notes that the stability of carbodiimides increases significantly with sterical hindrance around the cumulative double bond system. This book discusses three compounds that have a central electrophilic carbon atom, namely, carbon dioxide, carbonyl sulfide, and carbon disulfide. The book also describes the cycloaddition reactions of sulfenes, of N-sulfinylamines, of N-sulfinylsulfonamides, and of sulfurdiimides. This book can prove useful for researchers, technicians, and scientists whose works involve organic chemistry, analytical chemistry, and other related fields of chemistry.


Cumulenes in Click Reactions

Cumulenes in Click Reactions

Author: Henri Ulrich

Publisher: John Wiley & Sons

Published: 2009-11-19

Total Pages: 562

ISBN-13: 9780470747933

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Cumulenes are organic molecules with two or more cumulative (consecutive) double bonds. Their reactions often proceed at room temperature, with or without a catalyst, and are stereospecific, giving the reaction products in high yields – features characteristic of “click reactions”. Cumulenes in Click Reactions presents a comprehensive list of cumulene systems and their reactions, with an emphasis on their “click-like” nature. The chapters are structured according to the number of carbon atoms in the system, including coverage of: introduction to the chemistry of cumulenes one-carbon cumulenes: sulfines, sulfenes, thiocarbonyl S-imides, thiocarbonyl S-sulfides, and 1-aza-2-azoniaallene salts two-carbon cumulenes: carbon oxides, carbon sulfides, carbon nitrides (isocyanates, isothiocyanates, and carbodiimides), phosphaallenes, and diarsaallenes 1,2-dicarbon cumulenes: ketenes, thioketenes, ketenimines, 1-silaallenes, 1-phosphaallenes, and other metal allenes 1,3-dicarbon cumulenes: thiocarbonyl S-ylides, 2-azaallenium salts, 1-oxa-3-azoniabutatriene salts, 1-thia-3-azoniabutatriene salts, and phosphorous ylides 1,2,3-tricarbon cumulenes: allenes, butatrienes, higher cumulenes and heterobutatrienes noncarbon cumulenes: azides, triazaallenium salts, sulfur oxides, sulfur nitrides, N-sulfinylamines, sulfurdiimides, and dithionitronium cation Cumulenes in Click Reactionsis an essential guide for researchers and advanced students in academia and research working in synthetic organic, inorganic and bioorganic chemistry.


Palladium(II)-catalyzed Regiospecific and Stereospecific Cycloaddition Reactions of Aziridines and Azetidines with Heterocumulenes

Palladium(II)-catalyzed Regiospecific and Stereospecific Cycloaddition Reactions of Aziridines and Azetidines with Heterocumulenes

Author: Jin-Ook Baeg

Publisher:

Published: 1994

Total Pages: 428

ISBN-13:

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On the basis of results obtained, including spectroscopic studies and X-ray analysis, a mechanism has been proposed for the cycloaddition reactions of the N-heterocycles with heterocumulenes. A bis(azetidine)palladium complex was isolated and shown to be catalytically active for the reaction of azetidines with heterocumulenes. Numerous heterocyclic compounds have been prepared for the first time, some of them having the potential for pharmacological activity.


Advanced Organic Chemistry

Advanced Organic Chemistry

Author: Francis A. Carey

Publisher: Springer Science & Business Media

Published: 2013-06-29

Total Pages: 737

ISBN-13: 1475711433

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The purpose of this edition is the same as that of the first edition, that is, to provide a deeper understanding of the structures of organic compounds and the mechanisms of organic reactions. The level is aimed at advanced undergraduates and beginning graduate students. Our goal is to solidify the student's understanding of basic concepts provided in an introduction to organic chemistry and to fill in much more information and detail, including quantitative information, than can be presented in the first course in organic chemistry. The first three chapters consider the fundamental topics of bonding theory, stereochemistry, and conformation. Chapter 4 discusses the techniques that are used to study and characterize reaction mechanisms. The remaining chapters consider basic reaction types with a broad coverage of substituent effects and stereochemistry being provided so that each reaction can be described in good, if not entirely complete, detail. The organization is very similar to the first edition with only a relative shift in emphasis having been made. The major change is the more general application of qualitative molecular orbital theory in presenting the structural basis of substituent and stereoelectronic effects. The primary research literature now uses molecular orbital approaches very widely, while resonance theory serves as the primary tool for explanation of structural and substituent effects at the introductory level. Our intention is to illustrate the use of both types of interpretation, with the goal of facilitating the student's ability to understand and apply the molecular orbital concepts now widely in use.


N-Heterocyclic Carbenes in Transition Metal Catalysis and Organocatalysis

N-Heterocyclic Carbenes in Transition Metal Catalysis and Organocatalysis

Author: Catherine S.J. Cazin

Publisher: Springer Science & Business Media

Published: 2010-10-04

Total Pages: 348

ISBN-13: 9048128668

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N-Heterocyclic Carbenes in Transition Metal Catalysis and Organocatalysis features all catalytic reactions enabled by N-heterocyclic carbenes (NHCs), either directly as organocatalysts or as ligands for transition metal catalysts. An explosion in the use of NHCs has been reported in the literature during the past seven years making this comprehensive overview highly apropos. The book begins with an introductory overview of NHCs which could have been subtitled all you need to know about NHCs. The main body of the book is dedicated to applications of NHCs in catalysis. In addition to the success stories of NHCs in metathesis, NHCs in cross coupling and more recently NHCs in organocatalysis, all other less publicized areas are also covered. As the success of NHCs is generally attributed to their potential to stabilize metal centres, the inclusion of a chapter on the decomposition of NHC catalysts is pertinent. The book closes with a chapter describing the applications of NHCs in industrial processes, which is the first coverage of its kind, and brings a unique industrial context to this book. Included in this book: Historical aspects of NHCs Synthetic pathways to NHC precursors, free NHCs and complexes Methods of characterisation of NHCs and related complexes Electronic properties of NHCs Steric properties of NHCs and models for their description NHCs for metathesis and cross-coupling reactions NHCs as organocatalysts NHC Transition-Metal mediated oxidations, additions to multiple bonds, polymerisation and oligomerisation, cyclisations, direct arylations, reactions involving CO, C-F and C-H bond activation, ... Decomposition of NHC-containing catalysts Industrial applications involving NHC-containing catalysts N-Heterocyclic Carbenes in Transition Metal Catalysis and Organocatalysis provides a fresh view of NHCs since most contributors are young emerging researchers in the field of homogeneous catalysis using NHCs. This group of contributors is complemented by highly established academic researchers and an industrialist. This book is comprehensive, from the basic features of NHCs to the latest advances, hence it is suitable for both the novice and the expert.


Organic Reactions

Organic Reactions

Author:

Publisher: John Wiley & Sons

Published: 2019-01-14

Total Pages: 752

ISBN-13: 1119456886

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The 97th volume in this series for organic chemists in industry presents critical discussions of widely used organic reactions or particular phases of a reaction. The material is treated from a preparative viewpoint, with emphasis on limitations, interfering influences, effects of structure and the selection of experimental techniques. The work includes tables that contain all possible examples of the reaction under consideration. Detailed procedures illustrate the significant modifications of each method.