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Nucleophilic Aromatic Substitution Of Hydrogen

Author: Oleg N. Chupakhin
Publisher: Academic Press
ISBN: 0323140599
Size: 22.82 MB
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Nucleophilic aromatic substitution in carbo- and heteroaromatic systems is a subject of considerable interest to chemists. This book uniquely addresses the systematic analysis of a vast range of nucleophilic substitutions of aromatic hydrogen. * This text provides coverage of: * Nucleophilic displacement of hydrogen (the S N/H reactions) in pi-deficient aromatics, such as nitroarenes, arene-metal complexes, and the like. * Nucleophilic displacement of hydrogen in heterocyclic substrates such as pyridines, their aza and benzo analogs, pyrylium and thiapyrylium cations, and other heterocycles * Mechanisms for the S N/H reactions (S N/H(AE), vicarious nucleophilic substitutions, and radical S N/H substitutions

Modern Nucleophilic Aromatic Substitution

Author: Francois Terrier
Publisher: John Wiley & Sons
ISBN: 3527656162
Size: 55.49 MB
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This book provides a comprehensive overview of nucleophilic aromatic substitutions, focusing on the mechanistic and synthetic features that govern these reactions. The first chapter presents a detailed mechanistic analysis of the factors determining the feasibility of SNAr substitutions, providing decisive information to predict regioselectivity of many reactions and to define the conditions for concerted SNAr processes. Reflecting the key role played by these species as intermediates in most SNAr reactions, chapter 2 then discusses the chemistry of anionic sigma-complexes. Chapter 3 describes the concept of superelectrophilicity in SNAr substitutions, as it has recently emerged from the reactivity of strongly electron-deficient aromatic and heteroaromatic structures. The numerous synthetic applications are considered in depth in the chapters 4 and 5 that follow on intermolecular and intramolecular nucleophilic aromatic substitutions. Then, chapter 6 focuses on substitutions proceeding formally through displacement of a hydride ion, a hot topic in the field. The final chapter brings together concise yet comprehensive discussions surrounding SNAr photosubstitutions, radical substitutions, and ANRORC substitutions. Authored by a highly respected chemist who has contributed greatly to the field over the past two decades, this is a valuable information source for all organic chemists working in academia or the pharmaceutical and agrochemical industries.

Arene Chemistry

Author: Jacques Mortier
Publisher: John Wiley & Sons
ISBN: 1118752015
Size: 44.25 MB
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Organized to enable students and synthetic chemists to understand and expand on aromatic reactions covered in foundation courses, the book offers a thorough and accessible mechanistic explanation of aromatic reactions involving arene compounds. Surveys methods used for preparing arene compounds and their transformations Connects reactivity and methodology with mechanism Helps readers apply aromatic reactions in a practical context by designing syntheses Provides essential information about techniques used to determine reaction mechanisms

Name Reactions And Reagents In Organic Synthesis

Author: Bradford P. Mundy
Publisher: John Wiley & Sons
ISBN: 0471739863
Size: 13.29 MB
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This Second Edition is the premier name resource in the field. It provides a handy resource for navigating the web of named reactions and reagents. Reactions and reagents are listed alphabetically, followed by relevant mechanisms, experimental data (including yields where available), and references to the primary literature. The text also includes three indices based on reagents and reactions, starting materials, and desired products. Organic chemistry professors, graduate students, and undergraduates, as well as chemists working in industrial, government, and other laboratories, will all find this book to be an invaluable reference.

Homolytic Aromatic Substitution

Author: G. H. Williams
Publisher: Elsevier
ISBN: 1483151131
Size: 14.31 MB
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Homolytic Aromatic Substitution deals with the theoretical aspects of homolytic aromatic substitution reactions. The effect of various kinds of free radicals on the substitution of atoms or groups (usually hydrogen) attached to aromatic nuclei is examined, and the preparative use of homolytic substitution reactions is also considered. This book is comprised of seven chapters and begins with an introduction to the general characteristics of homolysis, along with homolytic and heterolytic aromatic substitution. The discussion then turns to the various theoretical approaches used to rationalize aromatic substitution, particularly those that are germane to a consideration of the problems of orientation and reactivity in homolytic substitution. The following chapters explore homolytic arylation reactions, including those between aryl radicals and aromatic substrates; relative rates of arylation and partial rate factors for phenylation; the reaction mechanism underlying intramolecular arylation; and homolytic alkylation reactions. The final chapter deals with hydroxylation and some other substitution reactions such as benzoyloxylation, acetyloxylation, halogenation, amination and amidation, and mercuration. This monograph will be of interest to organic chemists.

Organic Mechanisms

Author: Xiaoping Sun
Publisher: John Wiley & Sons
ISBN: 1118507916
Size: 15.26 MB
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Instills a deeper understanding of how and why organic reactions happen Integrating reaction mechanisms, synthetic methodology, and biological applications, Organic Mechanisms gives organic chemists the tools needed to perform seamless organic reactions. By explaining the underlying mechanisms of organic reactions, author Xiaoping Sun makes it possible for readers to gain a deeper understanding of not only chemical phenomena, but also the ability to develop new synthetic methods. Moreover, by emphasizing biological applications, this book enables readers to master both advanced organic chemistry theory and practice. Organic Mechanisms consists of ten chapters, beginning with a review of fundamental physicochemical principles that are essential for understanding the nature of organic mechanisms. Each one of the remaining chapters is devoted to a major class of organic reactions, including: Aliphatic C–H bond functionalization Functionalization of the alkene C=C bond by cycloaddition reactions Nucleophilic substitutions on sp3-hybridized carbons Nucleophilic additions and substitutions on carbonyl groups Reactivity of the α-hydrogen to carbonyl groups Rearrangements A brief review of basic organic chemistry begins each chapter, helping readers move from fundamental concepts to an advanced understanding of reaction mechanisms. Key mechanisms are illustrated by expertly drawn figures highlighting microscopic details. End-of-chapter problems enable readers to put their newfound knowledge into practice by solving key problems in organic reactions with the use of mechanistic studies, and a Solutions Manual is available online for course instructors. Thoroughly referenced and current with recent findings in organic reaction mechanisms, Organic Mechanisms is recommended for upper-level undergraduates and graduate students in advanced organic chemistry, as well as for practicing chemists who want to further explore the mechanistic aspects of organic reactions.

Gas Phase Ion Chemistry

Author: Michael T. Bowers
Publisher: Academic Press
ISBN: 1483216497
Size: 75.89 MB
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Gas Phase Ion Chemistry, Volume 2 covers the advances in gas phase ion chemistry. The book discusses the stabilities of positive ions from equilibrium gas-phase basicity measurements; the experimental methods used to determine molecular electron affinities, specifically photoelectron spectroscopy, photodetachment spectroscopy, charge transfer, and collisional ionization; and the gas-phase acidity scale. The text also describes the basis of the technique of chemical ionization mass spectrometry; the energetics and mechanisms of unimolecular reactions of positive ions; and the photodissociation of gas-phase ions. The applications of molecular beam techniques to the study of ion-molecule collisions; as well as the variational treatment of charge transfer reactions are also encompassed. Chemists and biochemists will find the book invaluable.

Aromatic Chemistry

Author: Malcolm Sainsbury
Publisher: Oxford University Press on Demand
ISBN: 0198556748
Size: 74.11 MB
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All the basic principles of the field of aromatic chemistry are clearly presented in this important account. Many compounds of industrial and biological significance are used as examples with consideration given to structure, reactions, and properties. Topics such as thermodynamic versus kinetic control and pericyclic reactions are also introduced. In addition to benzene and the classes of aromatic compounds derived from it, the text covers polycyclic arenes, and the small and large ring systems which are embraced by the wider definition of aromaticity. The text will be especially useful for courses in organic chemistry.

Metal Free C H Functionalization Of Aromatics

Author: Valery Charushin
Publisher: Springer
ISBN: 3319070193
Size: 21.28 MB
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The series Topics in Heterocyclic Chemistry presents critical reviews on present and future trends in the research of heterocyclic compounds. Overall the scope is to cover topics dealing with all areas within heterocyclic chemistry, both experimental and theoretical, of interest to the general heterocyclic chemistry community. The series consists of topic related volumes edited by renowned editors with contributions of experts in the field.