Unexpected Synthesis of a Bulky Bis-Pocket A₃B-Type Meso-Cyano Porphyrin

Ze-Yu Liu; Mian Hr Mahmood; Jian-Zhong Wu; Shu-Bao Yang; Hai-Yang Liu

doi:10.3390/molecules22111941

Unexpected Synthesis of a Bulky Bis-Pocket A₃B-Type Meso-Cyano Porphyrin

Molecules. 2017 Nov 9;22(11):1941. doi: 10.3390/molecules22111941.

Authors

Ze-Yu Liu¹, Mian Hr Mahmood^{2

3}, Jian-Zhong Wu⁴, Shu-Bao Yang⁵, Hai-Yang Liu⁶

Affiliations

¹ School of Chemistry and Environment, South China Normal University, Guangzhou 510006, China. liuzeyu00@163.com.
² Department of Chemistry, South China University of Technology, Guangzhou 510641, China. mianhrm01@ue.edu.pk.
³ Department of Chemistry, University of Education, Lahore 54770, Pakistan. mianhrm01@ue.edu.pk.
⁴ School of Chemistry and Environment, South China Normal University, Guangzhou 510006, China. wujzh@scnu.edu.cn.
⁵ Department of Chemistry, South China University of Technology, Guangzhou 510641, China. yangshubao2008@sina.com.
⁶ Department of Chemistry, South China University of Technology, Guangzhou 510641, China. chhyliu@scut.edu.cn.

Abstract

A one-pot synthesis of bulky bis-pocket A₃B-type meso-cyano porphyrin, 5-cyano-10,15,20-tris(2,4,6-triphenylphenyl)porphyrin, has been accomplished via trifluoroacetic acid (TFA) catalyzed condensation of pyrrole and 2,4,6-triphenylbenzaldehyde in an acceptable yield of about 4%. DDQ served as oxidant and the cyanating agent.

Keywords: One-pot synthesis; meso-cyano porphyrin; pyrrole-aldehyde condensation; trifluoroacetic acid.

MeSH terms

Molecular Structure
Porphyrins / chemical synthesis*
Porphyrins / chemistry
Proton Magnetic Resonance Spectroscopy
Spectrum Analysis

Substances

A3B porphyrin
Porphyrins