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Tandem Walk Rearrangement of a Protonated Dicyclopropenyl Ketone
Author(s) -
Maier Günther,
Bauer Ines,
Born Dieter,
Kalinowski HansOtto
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.198610931
Subject(s) - ketone , protonation , chemistry , cope rearrangement , coalescence (physics) , photochemistry , stereochemistry , organic chemistry , physics , ion , astrobiology
Upon photolysis in an organic matrix, the acyl diimide 1 was transformed into the dicyclopropenyl ketone 2 . The NMR spectra of protonated 2 are temperature dependent. In the 1 H‐NMR spectrum, coalescence is observed, leading to a single signal for all the erl ‐butyl groups. The transition state of the corresponding rearrangement is probably 3 .