Selective synthesis of 5-aryl-10-(nitromethyl) substituted 15-azatripyrrane, 15-oxatripyrrane and 15-thiatripyrrane: access to nitromethyl functionalized A3B-porphyrins

Autor:	Gulberil Altundal, Seda Cinar, Canan Unaleroglu, Pinar Seyitdanlioglu
Rok vydání:	2018
Předmět:	chemistry.chemical_compound chemistry 010405 organic chemistry Aryl Materials Chemistry General Chemistry 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences
Zdroj:	New Journal of Chemistry. 42:14163-14169
ISSN:	1369-9261 1144-0546
DOI:	10.1039/c8nj01798k
Popis:	A chemical strategy toward the selective synthesis of unsymmetrical tripyrranes was developed for the formation of meso-aryl and -nitromethyl substituted A3B porphyrins. The iodine catalyzed addition of meso-substituted dipyrromethanes to nitrovinylarenes to generate unsymmetrical 5-aryl-10-(nitromethyl) substituted 15-azatripyrranes, 15-oxatripyrranes and 15-thiatripyrrane under mild conditions has been investigated. The multicomponent reactions of 15-azatripyrranes provided the construction of meso-aryl and -nitromethyl substituted A3B-porphyrins. To the best of our knowledge, the first examples of 5-aryl-10-(nitromethyl) substituted 15-azatripyrranes, 15-oxatripyrranes and 15-thiatripyrrane, and 5-(nitromethyl)-10,15,20-tris(aryl)porphyrins are introduced in this study.
Databáze:	OpenAIRE
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