文献类型：期刊文献

英文题名：Introduction of an isoxazoline unit to the β-position of porphyrin via regioselective 1,3-dipolar cycloaddition reaction

作者：Liu, Xiujun[1,2];Ma, Xiang[1];Feng, Yaqing[2,3]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Res Ctr Anal & Test, Meilong Rd 130, Shanghai 200237, Peoples R China;[2]Tianjin Univ, Sch Chem Engn & Technol, Tianjin 300072, Peoples R China;[3]Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300072, Peoples R China

年份：2019

卷号：15

起止页码：1434

外文期刊名：BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000473741300001)】；

基金：The work is supported by National Natural Science Foundation of China (No. 21761132007, 21722603 and 21871083).

语种：英文

外文关键词：dipolar cycloaddition; isoxazoline; macrocycles; nitrile oxide; porphyrin

摘要：Isoxazoline-linked porphyrins have been synthesized by a regioselective 1,3-dipolar cycloaddition reaction between vinylporphyrin 2 and nitrile oxides. The steric interaction directed the reaction trajectory, in which only the product with a link between the 5-position of the isoxazoline and the beta-position of porphyrin was observed. The isoxazoline-porphyrins 3a, b have been characterized by absorption, emission, H-1 NMR and mass spectra. Later, the crystal structure of 3a was obtained and confirmed the basic features of the NMR-derived structure. Furthermore, a pair of enantiomers of 3a presented in the crystal, which formed a dimeric complex through intermolecular coordination between the Zn2+ center and the carbonyl group of the second molecule.