ANOMALOUS DOUBLE CYCLIZATION REACTIONS OF BETA-FORMYLPORPHYRINS

被引:80
作者
BARLOY, L
DOLPHIN, D
DUPRE, D
WIJESEKERA, TP
机构
[1] Department of Chemistry, University of British Columbia, Vancouver, British Columbia, V6T 1Z1
[2] ULP-Institut Le Bel, Laboratoire de Chimie des M'etaux de transition et de catalyse - U.R.A. 424 C.N.R.S., F 67070 Strasbourg Cedex, 4, rue Blaise Pascal
[3] Research & Development Department, Sun Company Inc., PA 19061, P.O. Box 1135, Marcus Hook
关键词
D O I
10.1021/jo00105a011
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:7976 / 7985
页数:10
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