PREPARATION OF FUNCTIONALIZED POLYHALOGENATED TETRAARYL-PORPHYRINS BY SELECTIVE SUBSTITUTION OF THE PARA-FLUORINES OF MESO-TETRA-(PENTAFLUOROPHENYL)PORPHYRINS

被引：111

作者：

BATTIONI, P

BRIGAUD, O

DESVAUX, H

MANSUY, D

TRAYLOR, TG

机构：

[1] CENS,CEA,SERV CHIM MOLEC,F-91191 GIF SUR YVETTE,FRANCE

[2] UNIV CALIF SAN DIEGO,DEPT CHEM,LA JOLLA,CA 92093

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 25期

关键词：

METALLOPORPHYRINS; NUCLEOPHILIC AROMATIC SUBSTITUTIONS;

D O I：

10.1016/0040-4039(91)80641-I

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of various nucleophiles, such as primary and secondary amines in refluxing DMF, alkoxides in alcohol or THF and thiols in the presence of NEt3 in DMF, with meso-tetra-(pentafluorophenyl)porphyrin (or its Zn(II) and Fe(III) complexes) led to the selective replacement of the p-fluorine substituents of the starting porphyrin by NR2 , OR or SR groups, in yields between 70 and 90%. The same regioselectivity was obtained by reaction of meso-tetra-(pentafluorophenyl) octabromoporphyrin with n-propylamine. Reaction with KCN gave a more complex reaction mixture.

引用

页码：2893 / 2896

页数：4

共 10 条

[1] CHEMICAL STUDIES PERTAINING TO THE CHEMISTRY OF CYTOCHROME-P-450 AND THE PEROXIDASES [J].