Simple and Catalyst-Free Synthesis of meso-O-, -S-, and -C-Substituted Porphyrins

被引：35

作者：

Chen, Qiang

Zhu, Yi-Zhou ^{[1
]}

Fan, Qiao-Jun

Zhang, Shao-Chun

Zheng, Jian-Yu

机构：

[1] Nankai Univ, State Key Lab, Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 06期

关键词：

AROMATIC NUCLEOPHILIC-SUBSTITUTION; EFFICIENT SYNTHESIS; FUNCTIONALIZED PORPHYRINS; CRYSTAL-STRUCTURES; SNAR; BROMOPORPHYRINS; DERIVATIVES; FACILE;

D O I：

10.1021/ol500191j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and efficient method for the meso-functionalization of porphyrin has been developed. Kinetic studies of meso-fluoro-, -chloro-, -bromo-, -iodo-, and -nitro-substituted porphyrins (Ni) with phenol reveal that the reaction undergoes a typical aromatic nucleophilic substitution (SNAr) process. This catalyst-free method can be performed with meso-brominated porphyrins and oxygen-, sulfur-, and carbon-based nucleophiles to achieve a wide variety of meso-substituted porphyrins.

引用

页码：1590 / 1593

页数：4

共 46 条

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