文献类型：期刊文献

英文题名：Synthesis of a doubly SO2-fused phlorin: Tuning the structure and properties by the SO2 groups

作者：Li, Chengjie[1,2];Liu, Xiujun[3];Shao, Jiewei[1,2];Su, Guangxian[1,2];Xie, Yongshu[1,2]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China;[3]East China Univ Sci & Technol, Res Ctr Anal & Test, Shanghai 200237, Peoples R China

年份：2018

卷号：22

期号：9-10

起止页码：799

外文期刊名：JOURNAL OF PORPHYRINS AND PHTHALOCYANINES

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000442266200013)】；

基金：This work was financially supported by NSFC (21472047, 21772041, 21702062), the Program for Professor of Special Appointment (Eastern Scholar, GZ2016006) at Shanghai Institutions of Higher Learning, Shanghai Pujiang Program (17PJ1401700), and the Fundamental Research Funds for the Central Universities (WK1616004, 222201717003, 222201714013). The authors thank the Research Center of Analysis and Testing of East China University of Science & Technology for the help with characterization.

语种：英文

外文关键词：phlorin; sulfolenopyrrole; photostability; crystal structure

摘要：A doubly SO2-fused phlorin 4 has been synthesized by the [2 + 2] condensation of dipyrromethanecarbinol 2 and SO2-fused dipyrromenthane 3 in the presence of TFA, followed by DDQ oxidation. The SO2-fused phlorin 4 has been characterized by absorption, fluorescence, mass and NMR spectra, as well as X-ray analysis. Compared to the b-unsubstituted phlorin 5, the SO2-fused phlorin 4 exhibits a red-shifted absorption spectrum (around 12 nm), a more distorted molecular conformation, as well as nice photostability even with an electron-donating meso-3,5-di-tert-butylphenyl group. The titration of 4 and 5 with TBAF has been monitored by absorption spectroscopy. The deprotonated phlorin 4 shows a peak at 870 nm which is red shifted by 26 nm compared to that of deprotonated 5.