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Tri‐ tert ‐butylazete—The First Kinetically Stabilized Azacyclobutadiene
Author(s) -
Vogelbacher UweJosef,
Regitz Manfred,
Mynott Richard
Publication year - 1986
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.198608421
Subject(s) - toluene , valence (chemistry) , spectroscopy , nuclear magnetic resonance spectroscopy , chemistry , crystallography , materials science , stereochemistry , organic chemistry , physics , quantum mechanics
The antiarene 1 is remarkably stable. It was prepared as the first kinetically stabilized (electronically pure) azacyclobutadiene. 1 tolerates several days' heating at 100°C in toluene! The valence isomerism 1A⇄1B is immediately detectable by temperature‐dependent 13 C‐NMR spectroscopy.