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Flash Photolytic Generation and Study of Ynamines. First Observation of Primary and Secondary Ynamines in Solution
Author(s) -
Chiang Yvonne,
Grant Andrew S.,
Kresge A. Jerry,
Pruszynski Przemyslaw,
Schepp Norman P.,
Wirz Jakob
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.199113561
Subject(s) - primary (astronomy) , chemistry , flash (photography) , base (topology) , polymer chemistry , photochemistry , organic chemistry , mathematical analysis , physics , mathematics , astronomy , art , visual arts
Primary and secondary ynamines (1 and 2, respectively) have been observed in solution for the first time, and the mechanism of their subsequent reactions were studied. The acid‐ and base‐catalyzed isomerizations of primary and secondary ynamines afford ketenimines which tautomerize to nitriles or to carboxylic acids. Tertiary ynamines ( 3 ) are hydrated directly to amines.