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Title: A Cost-Efficient Method for Unsymmetrical Meso-Aryl Porphyrin Synthesis Using NaY Zeolite as an Inorganic Acid Catalyst
Authors: Calvete, Mário J. F. 
Dias, Lucas D. 
Henriques, César A. 
Pinto, Sara M. A. 
Carrilho, Rui M. B. 
Pereira, Mariette M. 
Keywords: unsymmetrical porphyrins; inorganic acid catalysis; alternative synthetic methodologies
Issue Date: 5-May-2017
Publisher: MDPI
Project: PEst-OE/QUI/UI0313/2014 
CENTRO-07-CT62- FEDER-002012 
Ph.D. grant 232620/2014-8/GDE from CNPq-Brazil 
Serial title, monograph or event: Molecules
Volume: 22
Issue: 5
Abstract: Herein we report the synthesis of unsymmetrical meso-aryl substituted porphyrins, using NaY zeolite as an inorganic acid catalyst. A comparative study between this method and the several synthetic strategies available in the literature was carried out. Our method presented a better, more cost-efficient rationale and displayed a significantly lower environmental impact. Furthermore, it was possible to verify the scalability of the process as well as the reutilization of the inorganic catalyst NaY (up to 6 times) without significant yield decrease. In addition, this method was applied to the synthesis of several other unsymmetrical porphyrins, from a low melting point porphyrin to mono-carboxylated halogenated unsymmetrical porphyrins, in yields higher than those found in the literature. Additionally, for the first time, two acetamide functionalized halogenated porphyrins were prepared in high yields. This methodology opens the way to the preparation of high yielding functionalized porphyrins, which can be easily immobilized for a variety of applications, either in catalysis or in biomedicine.
ISSN: 1420-3049
DOI: 10.3390/molecules22050741
Rights: openAccess
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais
I&D CQC - Artigos em Revistas Internacionais

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