Title

Origin of the Stabilization of Vinyldiazonium Ions by β-Substitution; First Crystal Structure of an Aliphatic Diazonium Ion: β,β-Diethoxyethene-diazonium Hexachloroantimonate

Abstract

The considerable contributions of the O-stabilized mesomeric resonance structures III and IV probably account for the extraordinary stability of the cation of the title compound and related systems. This is apparent from comparisons of the bond lengths and angles of the first experimentally determined structure with the results of ab initio studies. The title compound is prepared by alkylation of diazoacetate with triethyloxonium hexachloroantimonate.

Department(s)

Chemistry

Sponsor(s)

Petroleum Research Fund of the American Chemical Society
Research Council of the University of Missouri

Comments

This research was supported by the Petroleum Research Fund of the American Chemical Society and the Research Council of the University of Missouri (92-RC-023-BR)

International Standard Serial Number (ISSN)

0570-0833

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 1992 Wiley-VCH Verlag, All rights reserved.

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