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World Scientific Publishing, Journal of Porphyrins and Phthalocyanines, 03(13), p. 358-368

DOI: 10.1142/s1088424609000371

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Corroles in 1,3-dipolar cycloaddition reactions

This paper is available in a repository.
This paper is available in a repository.

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Abstract

The azomethine ylide generated from the reaction of a corrole-3-carbaldehyde and N-methylglycine was trapped with dimethyl fumarate, dimethyl acetylenedicarboxylate and fullerene C60 in 1,3-dipolar cycloadditions. A similar azomethine ylide generated from a corrole-2-carbaldehyde was trapped with 1,4-naphthoquinone, yielding the expected dehydrogenated 1,3-dipolar cycloadduct and a quinone-fused corrole derivative. A detailed synchrotron single-crystal X-ray diffraction analysis of the gallium(III)(pyridine) complex of 5,10,15-tris(pentafluorophenyl)corrole-3-carbaldehyde is also presented.