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SUBSTITUENT EFFECTS ON THE DI-PI-METHANE PHOTOREARRANGEMENT OF 9,10-ETHENOANTHRACENE DERIVATIVES

TitleSUBSTITUENT EFFECTS ON THE DI-PI-METHANE PHOTOREARRANGEMENT OF 9,10-ETHENOANTHRACENE DERIVATIVES
Publication TypeJournal Article
Year of Publication1993
AuthorsRattray, G, Yang, J, Gudmundsdottir, AD, Scheffer, JR
JournalTetrahedron Letters
Volume34
Pagination35-38
Date PublishedJan
Type of ArticleArticle
ISBN Number0040-4039
KeywordsBRIDGEHEAD, BRIDGING REGIOSELECTIVITY, PHOTOISOMERIZATION, REARRANGEMENT
Abstract

The photochemical result of placing electron-donating and electron-withdrawing substituents at the vinyl and aryl positions of the 9,10-ethenoanthracene nucleus is reported. The results are discussed in terms of the radical stabilizing and polar effects of the substituents on the biradical intermediates involved.

URL<Go to ISI>://A1993KE37100006