Premium
Host–Guest Chemistry Aids and Abets a Stereospecific Photodimerization in the Solid State
Author(s) -
Amirsakis Dafni G.,
GarciaGaribay Miguel A.,
Rowan Stuart J.,
Stoddart J. Fraser,
White Andrew J. P.,
Williams David J.
Publication year - 2001
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(20011119)40:22<4256::aid-anie4256>3.0.co;2-s
Subject(s) - cyclobutane , stereospecificity , diastereomer , cycloaddition , chemistry , solid state , organosilicon , derivative (finance) , cyclobutanes , stereochemistry , crystallography , polymer chemistry , organic chemistry , ring (chemistry) , financial economics , economics , catalysis
A bis(dialkylammonium ion)‐substituted stilbene derivative cocrystallizes with bisparaphenylene[34]crown‐10 to form, in the solid state, a 2:2 host–guest complex wherein the stilbene double bonds are aligned with a relative geometry suitable for a stereospecific photochemical [2+2] cycloaddition. When irradiated with white light, this crystalline complex forms a single diastereoisomer of the corresponding cyclobutane derivative (see schematic presentation), the stereochemistry of which has been determined unambiguously in the solid state by X‐ray crystallography to be syn‐anti‐syn.