Synthesis of 5,10-diphenylporphyrin

被引:27
作者
Briñas, RP [1 ]
Brückner, C [1 ]
机构
[1] Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
关键词
5,10-diphenylporphyrin; dipyrromethane; 2+2 synthesis; 3+1 synthesis;
D O I
10.1016/S0040-4020(02)00408-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis and spectroscopic properties of hitherto unknown 5,10-diphenylporphyrin (3) are described. 2+2 and 3+1 Pathways were tested for the making of 5,10-diphenylporphyrin. The most successful method involved the condensation of an appropriately substituted dipyrromethane dicarbinol with dipyrromethane to provide the title compound in up to 20% yield. The structure of 3 was unambiguously established by H-1 and C-13 NMR spectroscopy. The UV-vis, fluorescence and NMR data of 5,10-diphenylporphyrin and its Zn(II) and Ni(II) complexes are described and contrasted with those for the isomeric 5,15-diphenyl- and 5,10,15,20-tetraphenylporphyrin. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4375 / 4381
页数:7
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