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The X‐ray Crystal Structure Analysis of a Fragmentable N ‐Acylpyridinium Ion
Author(s) -
Lohse Christian,
Hollenstein Sandro,
Laube Thomas
Publication year - 1991
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.199116561
Subject(s) - ion , decomposition , x ray , crystallography , crystal structure , salt (chemistry) , charge (physics) , chemistry , physics , optics , organic chemistry , quantum mechanics
Conjugation in the π and σ systems stabilizes the positive charge in the N‐tert‐ butoxycarbonyl‐4‐dimethylaminopyridinium ion ( 1 ). This follows from the distances and angles in the salt 1 ‐BF 4 determined by X‐ray crystallography. The structural features are also in accord with the easy transfer of Boc by 1 and with the decomposition of Boc into CO 2 and isobutene.
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