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Tripyrrin-armed isosmaragdyrins: synthesis, heterodinuclear coordination, and protonation-triggered helical inversion  ( SCI-EXPANDED收录 EI收录)  

文献类型:期刊文献

英文题名:Tripyrrin-armed isosmaragdyrins: synthesis, heterodinuclear coordination, and protonation-triggered helical inversion

作者:Li, Chengjie[1];Zhang, Kai[1];Ishida, Masatoshi[2];Li, Qizhao[1];Shimomura, Keito[2];Baryshnikov, Glib[3];Li, Xin[3];Savage, Mathew[4];Wu, Xin-Yan[1];Yang, Sihai[4];Furuta, Hiroyuki[2];Xie, Yongshu[1]

机构:[1]East China Univ Sci & Technol, Joint Int Res Lab Precis Chem & Mol Engn, Feringa Nobel Prize Scientist Joint Res Ctr,Sch C, Shanghai Key Lab Funct Mat Chem,Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]Kyushu Univ, Dept Chem & Biochem, Grad Sch Engn, Ctr Mol Syst, Fukuoka 8190395, Japan;[3]KTH Royal Inst Technol, Sch Biotechnol, SE-10691 Stockholm, Sweden;[4]Univ Manchester, Sch Chem, Manchester M13 9PL, Lancs, England

年份:2020

卷号:11

期号:10

起止页码:2790

外文期刊名:CHEMICAL SCIENCE

收录:;EI(收录号:20201208328218);WOS:【SCI-EXPANDED(收录号:WOS:000519742300019)】;

基金:We thank the financial support for the work at ECUST by Shanghai Municipal Science and Technology Major Project (Grant No. 2018SHZDZX03) and the international cooperation program of Shanghai Science and Technology Committee (17520750100), NSFC (21971063, 21772041, 21702062, and 21811530005), the Fundamental Research Funds for the Central Universities (WK1616004, 222201717003, and 222201714013), and Program of Introducing Talents of Discipline to Universities (B160170). Part of the work in Kyushu was supported by Grants-in-Aid (JP19K05439 and JP19H04586) from the Japan Society for the Promotion of Science (JSPS) and Tokuyama Science Foundation. The authors thank Research Center of Analysis and Test of East China University of Science and Technology for help with the characterization.

语种:英文

外文关键词:Iron compounds - Nickel compounds

摘要:Oxidative ring closure of linear oligopyrroles is one of the synthetic approaches to novel porphyrinoids with dinuclear coordination sites and helical chirality. The spatial arrangement of the pyrrolic groups of octapyrrole (P8) affected the position of the intramolecular oxidative coupling of the pyrrolic units; tripyrrin-armed isosmaragdyrin analogue (1) containing a beta,beta-linked bipyrrole moiety was synthesized regioselectively in a high yield by using FeCl3. Ni-II-coordination at the armed tripyrrin site of 1 allowed the formation of diastereomeric helical twisted complexes (2A and 2B) and succeeding Cu-II-coordination at the macrocyclic core afforded heterodinuclear Ni-II/Cu-II-complexes (3A and 3B). Each of them comprised a pair of separable enantiomers, exhibiting P- and M-helices, respectively. Notably, diastereomeric interconversion from 2A to 2B was quantitatively achieved as a consequence of helical transformation under acidic conditions.

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