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Valence Isomers of Compounds with Geminal Aryldiazene and Isocyanate Functions Stabilized by Protonation
Author(s) -
Gstach Hubert,
Seil Patrick,
Schantl Joachim G.,
Gieren Alfred,
Hübner Thomas,
Wu Jin
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.198611321
Subject(s) - geminal , protonation , isocyanate , valence (chemistry) , chemistry , aryl , ring (chemistry) , medicinal chemistry , polymer chemistry , organic chemistry , ion , alkyl , polyurethane
Cyclic diazenium salts 2 are formed quantitatively upon treatment of compounds 1, containing the NNCNO structural unit, with strong protonic acids. Compounds 2 , RMe, ArylPh, are characterized, in particular, by the very long CN bonds and the small angle between the five‐membered ring and the phenyl group (only 17°).