文献类型：期刊文献

英文题名：Syntheses of Thiophene-Thiophene-Linked Corrorin Dimers with Tunable Near-Infrared Absorption and Distinctive Reactivity

作者：Xu, Yue[1];Zhu, Bin[1];Zhang, Lingfang[1];Baryshnikov, Glib[2];Sha, Feng[1];Nishimoto, Emiko[3];Takano, Hideaki[3];Li, Chengjie[1];Wu, Xinyan[1];Agren, Hans[4];Shinokubo, Hiroshi[3];Xie, Yongshu[1];Li, Qizhao[1]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Frontiers Sci Ctr Materiobiol & Dynam Chem,Key Lab, Shanghai 200237, Peoples R China;[2]Linkoping Univ, Dept Sci & Technol, Lab Organ Elect, SE-60174 Norrkoping, Sweden;[3]Nagoya Univ, Grad Sch Engn, Dept Mol & Macromol Chem, Nagoya, Aichi 4648603, Japan;[4]Uppsala Univ, Dept Phys & Astron, SE-75120 Uppsala, Sweden

年份：2024

卷号：26

期号：2

起止页码：571

外文期刊名：ORGANIC LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:001146456500001)】；

基金：This work at the East China University of Science and Technology (ECUST) was financially supported by the National Natural Science Foundation of China (NSFC, 22131005, 22201074, 22075077, and 21971063), the Shanghai Rising-Star Program (23QA1402100), and the Natural Science Foundation of Shanghai (23ZR1415600 and 22ZR1416100). Glib Baryshnikov is thankful for the Swedish National Infrastructure for Computing (SNIC) resources at the High-Performance Computing Center North (HPC2N) and the financial support of the Swedish Research Council (2018-05973 and 2020-04600). Hideaki Takano is thankful for the Ministry of Education, Culture, Sports, Science and Technology (MEXT) Leading Initiative for Excellent Young Researchers (Grant JPMXS0320220200). The authors thank the Research Center of Analysis and Test of ECUST for compound characterization.

语种：英文

摘要：Thiahexaphyrinone 1 and thia-dipyrrin-appended corrorin 2 have been synthesized. Surprisingly, further oxidation of compound 2 with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in dichloromethane afforded dimer 3 with two molecules of compound 2 linked at the alpha-carbon atoms of the thienyl units. Treatment of compound 3 with DDQ in MeOH and SnCl2 in tetrahydrofuran/H2O afforded the dimethoxy-attached dimer 4 and hydrogenated dihydroxy-attached dimer 5, respectively. These results provide the first examples for synthesizing thiophene-linked porphyrinoid dimers with tunable near-infrared absorption and chirality.