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Royal Society of Chemistry, RSC Advances, 80(5), p. 64902-64910

DOI: 10.1039/c5ra11820d

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Solventless Metallation of Low Melting Porphyrins Synthesized by the Water/Microwave Method

This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

Herein, we unveil a new ecofriendly methodology for the synthesis of low melting point meso-substituted metalloporphyrins. The water/microwave (MW) synthetic method was used to prepare low melting point unsymmetrical meso-aryl substituted porphyrins and meso-alkyl substituted porphyrins, which uses water under MW irradiation, acting as solvent/acid catalyst/oxidant in sub-critical conditions. A straightforward conceptual method for the preparation of their metal complexes in very high yields, in the absence of either solvent or base was followed. Thermomicroscopy studies were carried out to assess the metallation reaction, showing that the process is a typical solventless reaction. Calculation of sustainability classifications such as E Factors and EcoScale values (as low as 283 and as high as 82 respectively, for the metallation procedure) and very favorable EHS classification establishes this methodology as the one presenting the best sustainability classification on porphyrin synthesis.