Novel porphyrin-quinazoline conjugates via the Diels-Alder reaction |
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| Authors: | João PC ToméAugusto C Tomé Maria GPMS NevesFilipe A Almeida Paz Paul J GatesJacek Klinowski José AS Cavaleiro |
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| Institution: | a Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal
b Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK |
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| Abstract: | Novel derivatives of meso-tetraphenylporphyrin with appended quinazoline moieties were synthesized, via the Diels-Alder reaction, between a 4-(porphyrinyl)pyrimidine ortho-quinodimethane and 1,4-benzoquinone, 1,4-naphthoquinone and N-(p-nitrophenyl)maleimide. The structure of one bis adduct was established by X-ray crystallography and mass spectrometry. We have unequivocally confirmed that the 2:1 adducts obtained from the reaction of pyrimidine-fused 3-sulfolenes with N-arylmaleimides have an open-chain structure and not a cyclooctapyrimidine structure, as previously published. |
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| Keywords: | ortho-quinodimethanes porphyrins Diels-Alder reactions X-ray crystallography |
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