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Origin of the Stabilization of Vinyldiazonium Ions by β‐Substitution; First Crystal Structure of an Aliphatic Diazonium Ion: β,β‐Diethoxyethene‐diazonium Hexachloroantimonate
Author(s) -
Glaser Rainer,
Chen Grace Shiahuy,
Barnes Charles L.
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199207401
Subject(s) - chemistry , ion , crystal structure , alkylation , ab initio , resonance (particle physics) , crystal (programming language) , crystallography , computational chemistry , polymer chemistry , organic chemistry , catalysis , physics , computer science , programming language , particle physics
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.

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