Monophosphaporphyrins:: Oxidative π-extension at the peripherally fused carbocycle of the phosphaporphyrin ring

被引:41
作者
Matano, Yoshihiro [1 ]
Nakashima, Makoto [1 ]
Nakabuchi, Takashi [1 ]
Imahori, Hiroshi [1 ,2 ]
Fujishige, Shinya [3 ]
Nakano, Haruyuki [3 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Mol Engn, Nishikyo Ku, Kyoto 6158510, Japan
[2] Kyoto Univ, Inst Integrated Cell Mat Sci, Kyoto 6158510, Japan
[3] Kyushu Univ, Grad Sch Sci, Dept Chem, Fukuoka 8128581, Japan
关键词
D O I
10.1021/ol7029118
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 18 pi-sigma(3)- and 22 pi-sigma(4)-phosphaporphyrins were successfully prepared by an acid-promoted condensation between a phosphatripyrrane and a 2,5-bis[hydroxy(phenyl)methyl]pyrrole, and their structures, aromaticity, and optical and electrochemical properties were disclosed. Notably, a sigma(4)-phosphaporphyrinogen and the 18 pi-sigma(3)-phosphaporphyrin undergo oxidative pi-extension at the peripherally fused carbocycle to afford the 22 pi-sigma(4)-phosphaporphyrin.
引用
收藏
页码:553 / 556
页数:4
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