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- W2028493387 endingPage "2672" @default.
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- W2028493387 abstract "Photochemical and non-photochemical A/D-secocorrin→corrin-cyclizations of 19-carboxy- and 19-formyl-1-methylidene-1,19-secocorrinates. Decarboxylation (and deformylation) of nickel(II)-19-carboxy-(resp. 19-formyl)-corrinates Nickel (II) 1-methylidene-2,2,7,7,12,12-hexamethyl-15-cyano-19-carboxy-1,19-secocorrinate can be induced to cyclize with concomitant decarboxylation to the corresponding corrinate (Scheme 9). Experiments with deuterated derivatives (Scheme 10) indicate that in this decarboxylative A/D-secocorrin→corrin-cyclization the ring closure step precedes decarboxylation. In accord therewith is the finding that the corresponding intermediate nickel(II) 19-carboxy-corrinate (synthesized via photochemical cyclization of the corresponding cadmium complex, Schemes 6 and 9) decarboxylates under very mild conditions. Nickel(II) 1-methylidene-2,2,7,7,12,12-hexamethyl-15-cyano-19-formyl-1,19-secocorrinate cyclizes smoothly to the corresponding 19-formyl-corrinate in the presence of acetic acid/triethylamine. The formyl group of the cyclization product can be eliminated hydrolytically in essentially quantitative yield by treatment with 2N KOH in ethanolic solution (Scheme 11). The non-photochemical (A→D)-cyclization of 19-formyl-1,19-secocorrinoids represents formation of the corrin chromophore at the oxidation level of porphyrinogens and exemplifies how a C1-fragment that eventually leaves the ligand can fulfill a specific function in the (A→D)-ring closure to a corrin." @default.
- W2028493387 created "2016-06-24" @default.
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- W2028493387 creator A5088487447 @default.
- W2028493387 date "1977-12-14" @default.
- W2028493387 modified "2023-10-17" @default.
- W2028493387 title "Photochemische und nicht-photochemische A/D-Secocorrin→Corrin-Cyclisierungen bei 19-Carboxy- und 19-Formyl-1-methyliden-1,19-secocorrinaten. Decarboxylierbarkeit und Deformylierbarkeit von Nickel (II)-19-carboxy- bzw. 19-formyl-corrinaten. Vorläufige Mitt" @default.
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- W2028493387 doi "https://doi.org/10.1002/hlca.19770600817" @default.
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