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CONTROL OF REGIOSELECTIVITY THROUGH RELIEF OF STERIC CROWDING IN THE DI-PI-METHANE PHOTOREARRANGEMENT OF 9,10-ETHENOANTHRACENE DERIVATIVES

TitleCONTROL OF REGIOSELECTIVITY THROUGH RELIEF OF STERIC CROWDING IN THE DI-PI-METHANE PHOTOREARRANGEMENT OF 9,10-ETHENOANTHRACENE DERIVATIVES
Publication TypeJournal Article
Year of Publication1992
AuthorsChen, JX, Pokkuluri, PR, Scheffer, JR, Trotter, J
JournalTetrahedron Letters
Volume33
Pagination1535-1538
Date PublishedMar
Type of ArticleArticle
ISBN Number0040-4039
KeywordsBICYCLIC SYSTEMS, NITROBENZOATES, REARRANGEMENTS, solvolysis
Abstract

Product structures and quantum yields for the solution phase di-pi-methane photorearrangement of the 9,10-ethenoanthracene derivatives 1-4 have been determined. The results are consistent with a model in which relief of steric crowding is the factor that governs regioselectivity.

URL<Go to ISI>://A1992HJ78400002