Microwave-Enhanced Synthesis of Novel Pyridinone-Fused Porphyrins

abstract

Condensation adducts of the Ni(II) and Cu(II) complexes of beta-amino-meso-tetraphenylporphyrin with dimethyl acetylenedicarboxylate (DMAD) and diethyl ethoxymethylenemalonate were converted into the corresponding esters of pyridinone-fused porphyrins by using three different cyclization protocols: conventional heating, microwave irradiation, and Eaton's reagent. High yields in a short period of time were obtained by using file microwave-irradiation protocol under closed-vessel conditions. The structure of the copper(II) complex of pyridinone-fused porphyrin was confirmed by X-ray crystallography.

keywords

SENSITIZED SOLAR-CELLS; MESO-TETRAPHENYLPORPHYRIN; ANTIBACTERIAL ACTIVITY; CATALYZED AMIDATION; EFFICIENT SYNTHESIS; QUINOLONE; DERIVATIVES; 4-QUINOLONES; CYCLIZATION; INHIBITORS

subject category

Chemistry

authors

Silva, AMG; Castro, B; Rangel, M; Silva, AMS; Brandao, P; Felix, V; Cavaleiro, JAS

our authors

acknowledgements

Thanks are due to 'Fundacao para a Ciencia e a Technologie-FEDER' for funding the Aveiro Research Unit - QOPNA and the project POCI/QUI/56214/2004. We also thank CEM for making available to LIS a CEM Discover microwave reactor.

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