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peri ‐Substituent Effects on the Rotational Barrier of 9‐(1,1‐Dimethyl‐2‐phenylethyl)triptycene
Author(s) -
Yamamoto Gaku,
Suzuki Masahiko,
Ōki Michinori
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.198106071
Subject(s) - triptycene , substituent , conformational isomerism , chemistry , peri , stereochemistry , medicinal chemistry , crystallography , molecule , organic chemistry , philosophy , theology
The rotation barrier in compounds of type (1) , whose stable rotamer is the ap ‐form, depends very strongly on the size of the peri ‐substituents. In derivatives with X = F and OCH 3 the barrier is smaller, in those with X = CH 3 and Cl, greater than in the parent compound with X = H.
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