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Influence of 1,2‐Functionalization with CN, CHNR, or CHO on the Stability of the Cyclobutane System
Author(s) -
Gundermann KarlDietrich,
Hnida PaulJosef
Publication year - 1979
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.197908721
Subject(s) - cyclobutane , dimer , alkyl , chemistry , aldehyde , surface modification , aryl , medicinal chemistry , stereochemistry , ring (chemistry) , organic chemistry , catalysis
Studies on the extent of possible substitution of cyclobutane led to surprising results. (1) , R alkyl, aryl, is known to arise by spontaneous dimerization of acrylonitriles whereas the analogous aldehyde (3) can only be detected by formation of the “Diels‐Alder dimer” (4) , RCH 3 ( via methylthioacrolein). (2) was not isolated; its product with i PrNH 2 decomposes only at 130°C.