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Tetracarboxylic Bisimide–Lactam Ring Contraction: A Novel Type of Rearrangement
Author(s) -
Langhals Heinz,
von Unold Petra
Publication year - 1995
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.199522341
Subject(s) - chemistry , inert , contraction (grammar) , naphthalene , aryl , fluorescence , photochemistry , lactam , alkali metal , ring (chemistry) , stereochemistry , combinatorial chemistry , organic chemistry , medicine , alkyl , physics , quantum mechanics
A novel type of rearrangement occurs when aromatic bisimides that are usually chemically inert are treated with alkali metal hydroxides in alcohols. With this reaction naphthalene‐lactamimides, some with high fluorescent quantum yields and large Stokes‐shifts, can be obtained in a single step [Eq. (a); R = aryl].