Premium
Enantioselective Photochromic Reaction of a [2.2]Metacyclophan‐1‐ene
Author(s) -
Takeshita Michinori,
Yamato Takehiko
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20020617)41:12<2156::aid-anie2156>3.0.co;2-0
Subject(s) - photochromism , racemization , enantioselective synthesis , ene reaction , enantiomer , chemistry , irradiation , photochemistry , stereochemistry , organic chemistry , catalysis , physics , nuclear physics
No racemization occurs in the first reported enantioselective photochromic reaction. Upon irradiation with UV light, a single enantiomer of [2.2]metacyclophane‐1‐ene 1 a undergoes photocyclization to give a single enantiomer of tetrahydropyrene 1 b . Upon irradiation with visible light, 1 b is converted back cleanly into the initial enantiomer 1 a .