文献类型：期刊文献

英文题名：Rational Synthesis of 5,5,5-Tricyclic Fused Thia-heptaphyrin (1.1.1.1.1.1.0) From a Helical Oligopyrrin Hybrid

作者：Fu, Yating[1,2];Liu, Xiujun[1,2];Li, Chengjie[1,2];Tong, Zhangfa[3];Baryshnikov, Glib[4];Agren, Hans[4];Li, Qizhao[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 200237, Peoples R China;[2]East China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Shanghai Key Lab Funct Mat Chem, 130 Meilong Rd, Shanghai 200237, Peoples R China;[3]Guangxi Univ, Guangxi Key Lab Petrochem Resource Proc & Proc In, Sch Chem & Chem Engn, Nanning 530004, Peoples R China;[4]KTH Royal Inst Technol, Dept Theoret Chem & Biol, Sch Biotechnol, SE-10691 Stockholm, Sweden

年份：2020

卷号：15

期号：8

起止页码：1285

外文期刊名：CHEMISTRY-AN ASIAN JOURNAL

收录：;EI(收录号：20201208318407);WOS:【SCI-EXPANDED(收录号:WOS:000527377200011)】；

语种：英文

外文关键词：Porphyrins; oligopyrroles; oligopyrrins; heptaphyrin; porphyrinoids

摘要：Oxidation of a thiophene-hexapyrrane hybrid S-P-6 afforded a stable conjugated open-chain thiaheptapyrrolic helix 1 with the terminal thiophene and confused pyrrole units lying at a long distance that is adverse for further cyclization. Chelation of 1 with copper(II) ion afforded 1-Cu, which exhibits more distant terminal units. Interestingly, further oxidation of 1 triggered an intramolecular C-N fusion reaction to afford a unique 5,5,5-tricyclic fused linear thiaheptapyrrin 2, with the two terminals positioned in proximity, which favors the oxidative ring-closure reaction to give a unique 5,5,5-tricyclic fused thiaheptaphyrin (1.1.1.1.1.1.0) 3 under air. The inner-fusion strategy for positioning the reactive sites in proximity to promote oxidative cyclization offers a new approach for constructing large porphyrinoids through conjugated oligopyrrins without the assistance of metal ions.