文献类型：期刊文献

英文题名：Macrocyclic Transformations from Norrole to Isonorrole and an N-Confused Corrole with a Fused Hexacyclic Ring System Triggered by a Pyrrole Substituent

作者：Li, Miao[1,2];Wei, Pingchun[1,2];Ishida, Masatoshi[3,4];Li, Xin[1,2];Savage, Mathew[5];Guo, Rui[6];Ou, Zhongping[6];Yang, Sihai[5];Furuta, Hiroyuki[3,4];Xie, Yongshu[1,2]

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Inst Fine Chem, Shanghai Key Lab Funct Mat Chem, Shanghai 200237, Peoples R China;[3]Kyushu Univ, Educ Ctr Global Leaders Mol Syst Devices, Fukuoka 8190395, Japan;[4]Kyushu Univ, Ctr Mol Syst, Dept Chem & Biochem, Grad Sch Engn, Fukuoka 8190395, Japan;[5]Univ Manchester, Sch Chem, Manchester M13 9PL, Lancs, England;[6]Jiangsu Univ, Sch Chem & Chem Engn, Zhenjiang 212013, Peoples R China

年份：2016

卷号：55

期号：9

起止页码：3063

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20160701932745);WOS:【SCI-EXPANDED(收录号:WOS:000370656200014)】；

基金：This work was supported by the Science Fund for Creative Research Groups (21421004), the NSFC/China (21472047 and 91227201), the National Basic Research 973 Program (2013CB733700), the Oriental Scholarship, the Programme of Introducing Talents of Discipline to Universities (B16017), and JSPS Grant-in-Aid for Scientific Research (25248039 and 26810024).

语种：英文

外文关键词：aromaticity; corroles; fused-ring systems; N-confused corroles; porphyrinoids

摘要：Three kinds of fused porphyrinoids, L2-L4, possessing different types of corrole-based frameworks were synthesized from a pyrrole-substituted corrole isomer (norrole L1). Oxidation of L1 afforded a unique N-C-meso-fused pyrrolyl isonorrole L2, involving the fusion of an auxiliary pyrrolic NH moiety with a meso-sp(3)-hybridized carbon atom. Subsequently, L2 underwent macrocycle transformations to give singly and doubly N-C-Ar-fused N-confused corroles, L3 and L4, respectively. L3 and L4 contain fused [5.7.6.5]-tetra- and [5.6.7.7.6.5]-hexacyclic structures, respectively, prepared through lateral annulation. These skeletal transformation reactions from norrole to its isomer isonorrole and finally to N-confused corrole indicate that multiply fused porphyrinoids could be readily synthesized from pyrrole-appended confused porphyrinoids.