Synthesis of 5,15-meso-bis(2-chlorothiophen-3-yl)porphyrin as a building block for further functional materials-Reference-Cited by-同舟云学术

Synthesis of 5,15-meso-bis(2-chlorothiophen-3-yl)porphyrin as a building block for further functional materials

Published:2021-05-24 Issue:10n12 Volume:25 Page:944-950
ISSN:1088-4246
Container-title:Journal of Porphyrins and Phthalocyanines
language:en
Short-container-title:J. Porphyrins Phthalocyanines

Author:

Ullah Safi¹,Ogumi Keisuke²³,Zhen Xuelin¹,Wang Huan⁴,Matsuo Yutaka¹³⁵

Affiliation:

1. School of Chemistry and Materials Science, University of Science and Technology of China, 96 Jinzhai road, Hefei, Anhui 230026, China

2. Tokyo Metropolitan Industrial Technology Research Institute, 2-4-10 Aomi, Koto-ku, Tokyo 135-0064, Japan

3. Department of Chemical System Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan

4. Hefei National Laboratory for Physical Science at the Microscale, University of Science and Technology of China, Hefei, Anhui 230026, China

5. Institutes of Innovation for Future Society, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan

Abstract

A Suzuki–Miyaura coupling reaction was performed to synthesize 5,15-meso-bis(2-chlorothiophen-3-yl)porphyrins in order to obtain a building block for further functional porphyrins. Photophysical and electrochemical properties were investigated to understand the effect of 2-chloro substituted thiophenes which are connected at their 3-position to the meso-position of the porphyrin. A computational calculation with counterpoise method was demonstrated to estimate the relative intermolecular interaction in order to compare solubility. Installed chloro atoms at the 2-position of thiophen-3-yl decreased in intermolecular interaction which caused an increase in solubility.

Funder

Strategic International Research Cooperative Program

Publisher

World Scientific Pub Co Pte Ltd

Subject

General Chemistry

Link

https://www.worldscientific.com/doi/pdf/10.1142/S1088424621500590

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