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MODIFICATION OF HOST PHOTOBEHAVIOR BY FORMATION OF CRYSTALLINE HOST-GUEST ASSEMBLIES

TitleMODIFICATION OF HOST PHOTOBEHAVIOR BY FORMATION OF CRYSTALLINE HOST-GUEST ASSEMBLIES
Publication TypeJournal Article
Year of Publication1995
AuthorsFu, TY, Olovsson, G, Scheffer, JR, Trotter, J
JournalTetrahedron Letters
Volume36
Pagination4353-4356
Date PublishedJun
Type of ArticleArticle
ISBN Number0040-4039
KeywordsMOLECULES
Abstract

9,10-Dihydro-9,10-ethenoanthracene-11,12-bis(diphenylmethanol) (1) forms stable crystalline complexes with ethanol, acetone and toluene. In solution, diol 1 undergoes the di-pi-methane photorearrangement, but irradiation of the complexes in the crystalline state leads to a novel dehydration reaction. X-ray crystallography reveals the probable source of this difference in behavior: pre-organization of the hydroxyl groups in the solid state in a hydrogen-bonded arrangement that is particularly favorable for dehydration.

URL<Go to ISI>://A1995RE87600006