Aerobic catalytic photooxidation of olefins by an electron-deficient Pacman Bisiron(III) μ-oxo porphyrin

被引:69
作者
Rosenthal, J [1 ]
Pistorio, BJ [1 ]
Chng, LL [1 ]
Nocera, DG [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
D O I
10.1021/jo048570v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis and oxygen atom transfer (OAT) photoreactivity of a diiron(III) mu-oxo meso-tripentafluorophenyl bisporphyrin appended to a dibenzofuran spacer are presented. Reaction of 4,6-diformyldibenzofuran under standard Lindsey conditions furnishes the parent cofacial porphyrin architecture in a single step. These cofacial porphyrins photocatalyze the oxidation of sulfides and olefins using visible light and molecular oxygen as the terminal oxidant. High turnover numbers reflect the enhanced stability of the electron-deficient diiron(III) mu-oxo bisporphyrin core appended to a dibenzofuran spacer under aerobic conditions.
引用
收藏
页码:1885 / 1888
页数:4
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