Synthesis of biomimetic heme precursors

被引:63
作者
Rose, E [1 ]
Lecas, A [1 ]
Quelquejeu, M [1 ]
Kossanyi, A [1 ]
Boitrel, B [1 ]
机构
[1] CNRS, UMR 7611, Lab Synth Organ & Organomet, F-75230 Paris 05, France
关键词
asymmetric oxidation; hemoprotein model; metalloporphyrin; myoglobin; porphyrins;
D O I
10.1016/S0010-8545(98)00148-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Three kinds of biomimetic heme precursors have been prepared. The first type is based on tetra-aminoporphyrins: either 5,10,15,20-tetrakis (o-aminophenyl)porphyrin (various atropoisomers), or 5,15-bis( 2',6'-diaminophenyl) porphyrin. The second type is based on octa-amino-porphyrins: 5,10,15,20-tetrakis (2',6'-diamino-4'-tert-butylphenyl)porphyrin. One example of "basket handle" porphyrin demonstrates selective discrimination between O(2) and CO with an M value [M=p(1/2)(O(2))/p(1/2)(CO)] of 105. This is similar to values reported for various natural hemoproteins. The third type is based on aminoporphyrin templates [5, 5,10- or 5,15- and 5,10,15-(2',6 '-dinitro,4'-tert-butylphenyl)porphyrins] which have been tested in asymmetric epoxidation. (C) 1998 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:1407 / 1431
页数:25
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