Oxocarbons - 1st Edition - ISBN: 9780127445809, 9780323159166


1st Edition

Editors: Robert West
eBook ISBN: 9780323159166
Imprint: Academic Press
Published Date: 1st January 1980
Page Count: 248
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Oxocarbons is a 10-chapter text that covers chemical-physical aspects, reaction chemistry, and spectroscopic investigations of oxocarbons.
This book starts with a discussion on the early history of the oxocarbons. The subsequent seven chapters are devoted to the reactions, synthesis, and chemistry of substituted derivatives of cyclic polycarbonyls, called ""pseudooxocarbons"". The remaining chapters describe the structural phase transition and dielectric properties of squaric acid. This book will be of value to organic chemists and researchers who are interested in the synthesis of oxocarbons and related derivatives.

Table of Contents

List of Contributors


1 History of the Oxocarbons

I. Introduction

II. Early History: Croconate and Rhodizonate

III. Squaric Acid and the Aromatic Oxocarbons

IV. Deltic Acid

V. Diamagnetic Anisotropy and Aromaticity in Croconate Ion

VI. Oxidation and Reduction Products

VII. Theoretical Calculations and Electronic Spectra

VIII. Pseudo-Oxocarbons


2 Thioxocarbon Dianions and their Derivatives

I. Introduction

II. Thioxocarbon Dianions

III. Mixed C4 Oxo-Thioxocarbon Dianions

IV. Dithiosquaric Acid Diamides

V. Thiodeltic Acid Derivatives

VI. Mixed C5 Oxo-Thioxocarbon Dianions


3 Physical Chemistry of Aqueous Oxocarbons

I. Introduction

II. Survey of Oxocarbon Acid pK Determinations

III. Thermodynamic Data

IV. Structures of Aqueous Oxocarbons

V. A New Type of Aqueous Complex


4 New Bond-Delocalized (Dicyanomethylidene)Croconate Derivatives: "Croconate Violet" and "Croconate Blue"

I. Introduction

II. Reaction of Croconates with Malononitrile

III. Electrical Conductivity of Some Bond-Delocalized Salts

IV. Summary


5 Excited States of Oxocarbon Dianions

I. Introduction

II. The Perimeter Model for (4N+2)-Electron [n]Annulenes

III. The Perimeter Model for Oxocarbon Dianions

IV. Comparison with Experiment


6 The Mycotoxin "Moniliformin" and Related Substances

I. Moniliformin

II. Syntheses and Properties of Semisquaric Acid and Its Derivatives

III. The Series of Semioxocarbons CH(CO)m(-)M(+)

IV. Naturally Occurring Phenylog Substances


7 Raman Spectra and Jahn-Teller Effects of Oxocarbon Dianions

I. Introduction

II. Raman Intensity and Electronic States

III. Electronic Absorption Spectra of Oxocarbon Ions

IV. Raman Spectra of CnOn2-

V. Jahn-Teller Effect Suggested by Raman Intensities

VI. Jahn-Teller Deformation of Ions

VII. Excitation Profile and Jahn-Teller Effect

VIII. Conclusion


8 The Structural Phase Transition and Dielectric Properties of Squaric Acid

I. Introduction

II. Structural Determinations

III. Raman and Infrared Spectra

IV. NMR Spectra

V. Birefringence, Dielectric, and Elastic Properties

VI. Theory

VII. Conclusion


9 Syntheses of Highly Oxidized Cyclobutanes via [2+2] Cycloaddition Reactions of Ketenes

I. Introduction

II. Moniliformin

III. Alkylmoniliformins

IV. Arylmoniliformins

V. Squaric Acid


10 The Chemistry of Squaraines

I. Introduction

II. Structure and Nomenclature

III. Identification of Squaraines

IV. Methods of Preparation

V. Tables of Squaraines

VI. Reactions of Squaraines

VII. Final Remarks




No. of pages:
© Academic Press 1980
Academic Press
eBook ISBN:

About the Editor

Robert West

Affiliations and Expertise

DEPARTMENT OF CHEMISTRY, University of Wisconsin, Madison, USA

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