文献类型：期刊文献

中文题名：Synthesis and Langmuir-Blodgett Film Analysis of Atropisomers of “Picket Fence” Porphyrin

英文题名：Synthesis and Langmuir-Blodgett Film Analysis of Atropisomers of "Picket Fence" Porphyrin

作者：Wang Chao-wei[2];Ren Yu-jie[1];Cao Zhen-feng[2];Chen Qi-bin[2]

机构：[1]Shanghai Inst Technol, Sch Chem & Environm Engn, Shanghai 200235, Peoples R China;[2]E China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China

年份：2010

卷号：26

期号：5

起止页码：761

中文期刊名：Chemical Research in Chinese Universities

外文期刊名：CHEMICAL RESEARCH IN CHINESE UNIVERSITIES

收录：CSTPCD;;Scopus;WOS:【SCI-EXPANDED(收录号:WOS:000283618500019)】；CSCD:【CSCD2011_2012】；

基金：Supported by the National Natural Science Foundation of China(No.20806025).

语种：英文

中文关键词：＂Picket fence＂ porphyrin; Atropisomer; Langmuir-Blodgett（LB） film; meso-Tetra（o-pivalamidophenyl）porphyrin

外文关键词：Picket fence porphyrin; Atropisomer; Langmuir-Blodgett(LB) film; meso-Tetra(o-pivalamidophenyl) porphyrin

摘要：Four ＂picket fence＂ porphyrin atropisomers were respectively synthesized from the four corresponding atropisomers of meso-tetra（o-aminophenyl）porphyrin that had been chromatographed on a column eluted with petroleum ether and ethyl acetate. Results show that each atropisomer could be successfully synthesized by controlling the acylation temperature at 0 ℃. They were characterized by 1H NMR, HRMS, IR, UV-Vis and Langmuir-Blodgett（LB） film analyses. Although the results of HRMS, IR, UV-Vis analyses indicate there is no remarkable difference among the atropisomers, the results of the 1H NMR and the mean molecular areas obtained by LB film technique imply that the atropisomers are significantly discrepant. The former shows that the chemical shifts of the methyl and amide protons of each atropisomer are distinct, while the later presents that the different atropisomer molecules can occupy the different surface areas at the air/water interface.
Four "picket fence" porphyrin atropisomers were respectively synthesized from the four corresponding atropisomers of meso-tetra(o-aminophenyl)porphyrin that had been chromatographed on a column eluted with petroleum ether and ethyl acetate. Results show that each atropisomer could be successfully synthesized by controlling the acylation temperature at 0 degrees C. They were characterized by H-1 NMR, HRMS, IR, UV-Vis and Langmuir-Blodgett(LB) film analyses. Although the results of HRMS, IR, UV-Vis analyses indicate there is no remarkable difference among the atropisomers, the results of the H-1 NMR and the mean molecular areas obtained by LB film technique imply that the atropisomers are significantly discrepant. The former shows that the chemical shifts of the methyl and amide protons of each atropisomer are distinct, while the later presents that the different atropisomer molecules can occupy the different surface areas at the air/water interface.