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ANOMALOUS DOUBLE CYCLIZATION REACTIONS OF BETA-FORMYLPORPHYRINS

TitleANOMALOUS DOUBLE CYCLIZATION REACTIONS OF BETA-FORMYLPORPHYRINS
Publication TypeJournal Article
Year of Publication1994
AuthorsBarloy, L, Dolphin, D, Dupre, D, Wijesekera, TP
JournalJournal of Organic Chemistry
Volume59
Pagination7976-7985
Date PublishedDec
Type of ArticleArticle
ISBN Number0022-3263
KeywordsDERIVATIVES, PHOTOSENSITIZERS, porphyrins
Abstract

Treatment of nickel(II) and copper(II) complexes of 2(beta)-formyl-meso-tetraphenylporphyrins with strong acid results in intramolecular cyclization involving the carbonyl carbon and the ortho-phenyl position leading to naphthoporphyrin derivatives. However, when electron-releasing groups are present at the m-phenyl positions, a second cyclization occurs involving the 3(beta) position and the ortho position of the adjacent phenyl ring to give an additional fused ring.

URL<Go to ISI>://A1994QA49200011