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Host–Guest Chemistry Aids and Abets a Stereospecific Photodimerization in the Solid State

✍ Scribed by Dafni G. Amirsakis; Miguel A. Garcia-Garibay; Stuart J. Rowan; J. Fraser Stoddart; Andrew J. P. White; David J. Williams

Publisher
John Wiley and Sons
Year
2001
Tongue
English
Weight
227 KB
Volume
40
Category
Article
ISSN
0044-8249

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✦ Synopsis

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, the stereochemistry of which has been determined unambiguously in the solid state by X-ray crystallography to be syn-anti-syn.

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