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Ein sterisch gehindertes Brückenkopfsystem: 13‐Substituierte 1,4,5,8,9,12‐Hexamethyltriptycene
Author(s) -
Pakusch Joachim,
Rüchardt Christoph
Publication year - 1990
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19901231110
Subject(s) - chemistry , stereochemistry , steric effects , medicinal chemistry
A Sterically Hindered Bridgehead System: 13‐Substituted 1,4,5,8,9,12‐Hexamethyltriptycenes The synthetic access to five 13‐X‐substituted 1,4,5,8,9,12‐hexamethyltriptycenes (X NO 2 , NC, CN, NH 2 , NHCHO) is described. Due to steric hindrance of the bridgehead position by the methyl groups in position 1, 8 and 9 it was impossible neither to formylate nor acetylate the 13‐amino compound 23, nor to dehydrate the 13‐formamido compound 22 to the isocyanide 19 by standard methods.