Porphotetramethenes with 1,3-alternate conformation of pyrrole rings from oxidative N-alkylation of porphyrin tetraphenols

Dolusic, Eduard; Toppet, Suzanne; Smeets, S; Van Meervelt, Luc; Tinant, B; Dehaen, Wim

doi:10.1016/S0040-4020(02)01529-6

Porphotetramethenes with 1,3-alternate conformation of pyrrole rings from oxidative N-alkylation of porphyrin tetraphenols

Author:

Dolusic, Eduard

Toppet, Suzanne ; Smeets, S ; Van Meervelt, Luc ; Tinant, B ; Dehaen, Wim

Keywords:

alkylation, meso-tetrakis, porphotetramethenes, facile aerial oxidation, Science & Technology, Physical Sciences, Chemistry, Organic, Chemistry, FACILE AERIAL OXIDATION, 0304 Medicinal and Biomolecular Chemistry, 0305 Organic Chemistry, Organic Chemistry, 3101 Biochemistry and cell biology, 3404 Medicinal and biomolecular chemistry, 3405 Organic chemistry

Abstract:

Tetrapyrrole macrocycles, of which the pyrroles are connected by sp2 centers, were readily obtained from porphyrin tetraphenols by air oxidation under basic conditions, followed by N-alkylation. The degree of N-alkylation could be controlled and either di- or tetraalkylated derivatives are obtained in high yields. (C) 2003 Elsevier Science Ltd. All rights reserved.