Oxocarbons

List of Contributors

Preface


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

References


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

References


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

References


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

References


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

References


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

References


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

References


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

References


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

I. Introduction

II. Moniliformin

III. Alkylmoniliformins

IV. Arylmoniliformins

V. Squaric Acid

References


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

References

Index