Synthesis and Structure of meso ‐Substituted Dibenzihomoporphyrins

Autor:	Ganapathi Emandi, Vincent Sol, Bhavya Khurana, Mathias O. Senge, Brendan Twamley, Nitika Grover
Rok vydání:	2020
Předmět:	010405 organic chemistry Singlet oxygen Aryl Organic Chemistry 010402 general chemistry 01 natural sciences Porphyrin 0104 chemical sciences chemistry.chemical_compound chemistry Phenylene Polymer chemistry Moiety Molecule Photosensitizer Physical and Theoretical Chemistry Single crystal
Zdroj:	European Journal of Organic Chemistry
ISSN:	1099-0690 1434-193X
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7d007724fa90f8dbe27b647a4ac42b60 https://doi.org/10.1002/ejoc.202001165 Zobrazit plný text záznamu Plný text ve formátu PDF