Efficient synthesis of 5,10,15‐triarylcorroles using amberlyst 15 under solvent‐free conditions

Abstract

An efficient and convenient synthesis of 5,10,15-triarylcorroles by the condensation of aryl aldehydes with pyrrole catalyzed by Amberlyst 15 followed by oxidative cyclization with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) at room temperature has been reported. Amberlyst 15 is more efficient catalyst under solvent free conditions and DDQ is more suitable oxidant in dichloromethane than those of other catalysts and oxidants, respectively, for the synthesis of corroles at room temperature.

Adventures in corrole features by electrospray ionization mass spectrometry studies

“…In particular, Gryko's group was able to rene the experimental conditions giving access to meso-substituted A 3 -and trans-A 2 B-corroles. [11][12][13] Other synthetic methodologies have been reported introducing different approaches such as microwave irradiation, 33 heterogeneous acid catalysts 34 and ionic liquids as solvent. 35 The development of synthetic pathways leading to mesotri(aryl)corroles has been accompanied by a considerable effort in the establishment of strategies for their functionalization and several conventional procedures are now well established.…”

Corroles in 1,3-dipolar cycloaddition reactions

“…Interest in corrole chemistry and applications [1][2][3] has been renewed since rapid and easy synthetic methodologies, starting from readily available reagents, were developed for building the corrole macrocyle [4][5][6][7][8]. In addition, new methods for the functionalization of corroles on their β and meso positions were also disclosed [9][10][11][12][13].…”

Recent advances in the functionalization of meso-triarylcorroles via cycloaddition reactions

“…The recent reports of new and easy synthetic routes for the preparation of meso-triarylcorroles from commercially available reagents [3][4][5][6][7][8] are responsible for the high interest of several research groups in corroles. Corroles also show promise in such areas [9] as production of sensors [10][11][12] and electrodes [13,14], catalysis [15][16][17] and in medicine [18][19][20][21].…”