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RESEARCH ARTICLE
Contents Vol 66(8)

Efficient Synthesis of Novel Porphyrin Dimers with Versatile Linkers via Bis(dipyrromethanes) in an Excellent Mixed-Solvent

Hongbin Zhao A B C , Junxu Liao A , Deliang Yang A , Yujia Xie A B , Yongjun Xu A , Hongke Wang A and Bangying Wang A B
+ Author Affiliations
- Author Affiliations

A College of Chemistry and Environmental Engineering, Dongguan University of Technology, Guangdong 523808, China.

B College of Chemistry, Xiangtan University, Hunan 411105, China.

C Corresponding author. Email: zhaohbhanlf@163.com

Australian Journal of Chemistry 66(8) 972-982 https://doi.org/10.1071/CH12521
Submitted: 22 November 2012  Accepted: 2 May 2013   Published: 29 May 2013

Abstract

A general and efficient protocol has been developed to synthesise a series of novel porphyrin dimers with versatile aryl linkers via a simultaneous condensation-cyclisation-oxidation reaction of diverse bis(dipyrromethanes) with dipyrromethane-dicarbinol catalysed by indium(iii) chloride at room temperature in an efficient CH2Cl2 and CH3CN mixed-solvent. The reaction yields increased to 21–26 % based on liquid chromatography-mass spectrometry (LCMS) and isolated yields were 13–19 % due to the use of the proper mixed-solvent. This mild method is applicable to the preparation of linker-tunable porphyrin dimers with targeted functionalities and could potentially be extended to the single-step construction of longer functionalised multiporphyrin arrays.


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