Porphyrin capped with calix[4]arene derivative via hydrogen bonds

被引:17
作者
Arai, S
Ohkawa, H
Ishihara, S
Shibue, T
Takeoka, S
Nishide, H
机构
[1] Waseda Univ, Dept Appl Chem, Shinjuku Ku, Tokyo 1698555, Japan
[2] Waseda Univ, Mat Characterizat Cent Lab, Shinjuku Ku, Tokyo 1698555, Japan
关键词
D O I
10.1246/bcsj.78.2007
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A calix[4]arene-porphyrin duplex was prepared by mixing equimolar amounts of hydroxy or carboxy calix[4]arene derivatives and pyridyl or o-aminophenylporphyrin derivatives. Electrospray ionization mass spectrometry (ESI-MS) was applied to screen a suitable pair of a calix[4]arene and a porphyrin. meso-Tetra(2-pyridyl)porphyrin formed a duplex with tetrahydroxy or tetrahydroxymethylcalix[4]arene via triple or quadruple hydrogen bonds. H-1 NMR spectra showed that the tetrahydroxycalix[4]arene was symmetrically located upon the porphyrin ring, whereas trihydroxycalix[4]arene was slanted on the porphyrin ring. The duplex of meso-tetra(2-pyridyl)porphyrinatocobalt(II) and tetrahydroxymethylcalix[4]arene formed a complex with benzylimidazole, which was capable of reversible dioxygen-binding. The capping structure upon porphyrin provided by calix[4]arene raised the life-time of dioxygen-adduct compared with the porphyrin without calix[4]arene.
引用
收藏
页码:2007 / 2013
页数:7
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