Title

Crystal Structure of the Explosive Parent Benzyne Precursor: 2-Diazoniobenzenecarboxylate Hydrate

Abstract

The structure of the highly unstable benzyne precursor 2-diazoniobenzenecarboxylate (3) has been determined by single-crystal X-ray diffraction. The structure is discussed in comparison to ab initio results for several conformers of 3, related aromatic diazonium ions, and phenyl cation and also to crystal structures of simple diazonium ion salts and of benzoates. Structural features and characteristic distortions are related to the electron density distributions and to intra- and intermolecular interactions between the neighboring functional groups.

Department(s)

Chemistry

Keywords and Phrases

2-Diazoniobenzenecarboxylate; Benzyne Precursor; Calculations; Ab Initio; MO; Incipient Nucleophilic Attack; Neighboring Group Interactions

International Standard Serial Number (ISSN)

0009-2940

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 1993 Wiley-Blackwell, All rights reserved.

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