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Photoreactions of Sterically Hindered Ketenes
Author(s) -
Kirmse Wolfgang,
Spaleck Walter
Publication year - 1981
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.198107761
Subject(s) - ketene , steric effects , chemistry , umpolung , photochemistry , excited state , medicinal chemistry , stereochemistry , organic chemistry , catalysis , nucleophile , nuclear physics , physics
The photochemical umpolung of ketenes —in the excited state the carbonyl C atom carries a negative partial charge—becomes important if bulky substituents flank the ketene group, as in (1) and (2) : in protic solvents a preferential photoprotonation occurs.