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Electrophilic additions to unsaturated systems /

The first edition of this book, published in 1966, received wide acclaim. This new edition has been almost entirely rewritten and expanded to incorporate the extensive research done in this field over the last two decades. The book provides a unified treatment, from a mechanistic viewpoint, of those...

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Detalles Bibliográficos
Clasificación:Libro Electrónico
Autor principal: De la Mare, Peter Bernard David
Otros Autores: Bolton, R. (Roger)
Formato: Electrónico eBook
Idioma:Inglés
Publicado: Amsterdam ; New York : Elsevier Scientific Pub. Co., 1982.
Edición:2nd ed.
Colección:Studies in organic chemistry (Elsevier Scientific Publishing Company) ; 9.
Temas:
Acceso en línea:Texto completo
Texto completo
Tabla de Contenidos:
  • Front Cover; Electrophilic Additions to Unsaturated Systems; Copyright Page; Table of Contents; Chapter 1. INTRODUCTION, DEFINITIONS, AND CRITERIA FOR CLASSIFICATION; 1.1 Introduction; 1.2 Scope of the work; 1.3 Concerted processes; 1.4 Electrophilic processes; 1.5 Effects of substituents upon reactivity; 1.6 Environmental effects: scales of acidity; 1.7 Plurality of mechanism; 1.8 Regioselectivity: orientation of addition; REFERENCES; Chapter 2. ASPECTS OF THE CHEMISTRY OF CARBOCATIONS; 2.1 Introduction; 2.2 Transition states, intermediates, and encounter complexes.
  • 2.3 Stable triligant carbocations2.4 Triligant carboncations as intermediates in nucleophilic replacements; 2.5 Other reactions of triligant carbocations formed by heterolysis; 2.6 Formation and reactions of di-ligant carbocations; 2.7 Effect of solvent on reactions involving carbocations formed by heterolysis; REFERENCES; Chapter 3. ADDITIONS INITIATED BY ELECTROPHILIC HYDROGEN: ADDITION OF WATER AND OF BR�NSTED ACIDS; 3.1 Introduction; 3.2 Additions of water; 3.3 Additions of carboxylic acids and hydrogen halides; 3.4 Additions of alcohols and phenols.
  • 3.5 Additions involving other reactions of a carbocationic intermediateREFERENCES; Chapter 4. ADDITIONS INITIATED BY ELECTROPHILIC FLUORINE AND CHLORINE; 4.1 Introduction; 4.2 Additions initiated by electrophilic fluorine; 4.3 Additions initiated by electrophilic chlorine; REFERENCES; Chapter 5. ADDITIONS INITIATED BY ELECTROPHILIC BROMINE AND IODINE; 5.1 Introduction; 5.2 Electrophilic bromine; 5.3 Electrophilic iodine; REFERENCES; Chapter 6. ADDITIONS INVOLVING ELECTROPHILIC OXYGEN, SULPHUR, SELENIUM, AND TELLURIUM; 6.1 Introduction; 6.2 Epoxidation with peracids.
  • 6.3 Epoxidation by other peroxides6.4 Oxidation by chromic acid; 6.5 Oxidation by chromyl chloride; 6.6 Addition of ozone; 6.7 Addition of sulphenyl compounds; 6.8 Additions of selenenyl compounds; 6.9 Addition of thiocyanogen, and related compounds; 6.10 Addition of tetracovalent compounds of Group VIB; 6.11 Addition of sulphur trioxide; REFERENCES; Chapter 7. ADDITIONS INVOLVING ELECTROPHILIC NITROGEN, PHOSPHORUS, ARSENIC, AND ANTIMONY; 7.1 Introduction; 7.2 Nitrosation of olefinic compounds; 7.3 Nitration of olefinic compounds; 7.4 Electrophilic phosphorus.
  • 7.5 Electrophilic arsenic, antimony, and bismuthREFERENCES; Chapter 8. ELECTROPHILIC CARBON AND OTHER ELEMENTS OF GROUP IV; 8.1 Introduction; 8.2 Additions initiated by alkyl cations; 8.3 Addition of acyl halides and other acyl esters; 8.4 Additions initiated by protonated aldehydes: the Prins reaction; 8.5 Additions of carbenes, and related processes involving cyclic transition states; 8.6 Additions initiated by elements of Group III; 8.7 Addition initiated by elements of Group II; 8.8 Addition initiated by elements of Group I and of Group VIII; REFERENCES.