Journal
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
Volume 13, Issue 3, Pages 358-368Publisher
WORLD SCI PUBL CO INC
DOI: 10.1142/S1088424609000371
Keywords
corroles; azomethine ylides; 1,3-dipolar cycloadditions; quinones
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Funding
- Organic Chemistry Research Unit [POCI/QUI/57589/2004]
- FCT [SFRH/BD/18260/2004]
- Fundação para a Ciência e a Tecnologia [POCI/QUI/57589/2004, SFRH/BD/18260/2004] Funding Source: FCT
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The azomethine ylide generated from the reaction of a corrole-3-carbaldehyde and N-methylglycine was trapped with dimethyl fumarate, dimethyl acetylenedicarboxylate and fullerene C-60 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.
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