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Title: | Synthesis and Structure of meso-Substituted Dibenzihomoporphyrins |
Authors: | Grover, Nitika |
Keywords: | Chemistry Dibenzihomoporphyrins Synthesis Photosensitizers |
Issue Date: | Sep-2020 |
Publisher: | Wiley |
Abstract: | Bench-stable meso-substituted di(p/m-benzi)homoporphyrins were synthesized through acid-catalyzed condensation of dipyrrole derivatives with aryl aldehydes. The insertion of a 1,1,2,2-tetraphenylethene (TPE) or but-2-ene-2,3-diyldibenzene unit in the porphyrin framework results in the formation of dibenzihomoporphyrins, merging the features of hydrocarbons and porphyrins. Single crystal X-ray analyses established the non-planar structure of these molecules, with the phenylene rings out of the mean plane, as defined by the dipyrromethene moiety and the two meso-carbon atoms. Spectroscopic and structural investigations show that the macrocycles exhibit characteristics of both TPE or but-2-ene-2,3-diyldibenzene and dipyrromethene units indicating the non-aromatic characteristics of the compounds synthesized. Additionally, the dibenzihomoporphyrins were found to generate singlet oxygen, potentially allowing their use as photosensitizers. |
URI: | https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.202001165 http://dspace.bits-pilani.ac.in:8080/jspui/xmlui/handle/123456789/15184 |
Appears in Collections: | Department of Chemistry |
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