文献类型：期刊文献

英文题名：Functionalization of BODIPY with enamines and amines through one-step reactions with ethylamines

作者：Su, Guangxian[1,2];Zhang, Kaiqi[1,2];Sha, Feng[1,2];Tong, Zhangfa[3];Ni, Jia[4];Li, Chengjie[1,2];Li, Qizhao[1,2];Du, Yu[1,2];Cao, Xiaoming[1,2];Wu, Xin-Yan[1,2];Xie, Yongshu[1,2,3]

机构：[1]East China Univ Sci & Technol, Key Lab Adv Mat, Sch Chem & Mol Engn, 130 Meilong Rd, Shanghai, Peoples R China;[2]East China Univ Sci & Technol, Inst Fine Chem, Shanghai Key Lab Funct Mat Chem, Sch Chem & Mol Engn, 130 Meilong Rd, Shanghai, Peoples R China;[3]Guangxi Univ, Sch Chem & Chem Engn, Guangxi Key Lab Petrochem Resource Proc & Proc In, Nanning, Peoples R China;[4]Anhui Univ Chinese Med, Sch Pharm, Hefei, Anhui, Peoples R China

年份：2020

卷号：180

外文期刊名：DYES AND PIGMENTS

收录：;EI(收录号：20202008658684);WOS:【SCI-EXPANDED(收录号:WOS:000541131700069)】；

基金：This work was financially supported by National Nature Science Foundation of China (21971063, 21772041, 21702062, 21811530005).

语种：英文

外文关键词：BODIPY dyes; Enamine functionalization; Amination; Radical; Ethylamine

摘要：Direct functionalization of meso-C6F5 BODIPY with various enamines and amines at the pyrrolic alpha-position has been achieved by reacting the BODIPY with ethylamines in acetonitrile using BPO (benzoyl peroxide) as an additive under aerobic atmosphere at room temperature. The reaction modes of the products can be effectively modulated by the substituents on the ethylamines, affording three different types of products with enamine and amine moieties regioselectively attached at the pyrrolic alpha position and the para-position of the meso-C6F5 group. The spectroscopic properties are effectively modulated by the ICT effect from the electron-donating enamino or amino groups to the electron-withdrawing BODIPY core and the pentafluorophenyl moiety, with the absorption and emission maxima varying in the ranges of 497-602 and 535-650 nm, respectively. These results compose an efficient method for synthesizing enamine and amine functionalized BODIPYs.