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• W2017087831 abstract "Die Vilsmeier-Formylierung der Tetra-p-tolylporphyrin-Komplexe M(TTP), M(TTP)LL′ und M(TTP)L [M = Co, Ni, Pd, Pt, Cu (2B–2F); MLL′ = CoCl(Py) (2Ba); ML = CrCl (2Hb), MnOMe (2Ic), FeCl (2Kb), AlOH (2Ld)] liefert die 2-Formylderivate 5B–5F, 5Bh, 5Hh, 5Ii, 5Kb und 5Lg. Die Geschwindigkeit der Formylierung sinkt normalerweise mit der Oxidationszahl des Zentralmetall-Ions in der Reihe MII > MIII > MIV, da in gleicher Weise die negative Netto-Ladung des Porphyrin-Liganden fällt, und ebenso in der Serie NiII > CuII > PdII > PtII, da die Polarität der M – N-Bindung entsprechend sinkt. Am schnellsten werden unerwartet die Porphyrin-Komplexe von AlIII, CoIII und CrIII formyliert. Dies wird auf die Bildung anionoider Porphyrin-Komplexe in Gegenwart des Vilsmeier-Reagens zurückgeführt. Metallfreie Porphyrine, wie H2(TTP-CHO) (5A) und das Cyano-Derivat H2(TTP-CN) (9A), sind durch Entmetallierung der jeweiligen Eisen-Komplexe 2Kb bzw. 9Kb zugänglich. Metal Complexes with Tetrapyrrole Ligands, XLVIII1). – Vilsmeier Formylation of Metal Porphyrins of CoII, NiII, PdII, PtII, CuII, ZnII, CoIII, CrIII, MnIII, FeIII, AlIII, SiIV, and PtIV and its Dependence upon the Central Metal Vilsmeier formylation of the tetra-p-tolylporphyrin complexes M(TTP), M(TTP)LL′, and M(TTP)L [M = Co, Ni, Pd, Pt, Cu (2B–2F); MLL′ = CoCl(Py) (2Ba); ML = CrCl (2Hb), MnOMe (2Ic), FeCl (2Kb), AlOH (2Ld)] yields the 2-formyl derivatives 5B–5F, 5Bh, 5Hh, 5Ii, 5Kb, and 5Lg. The rate of formylation normally decreases with decreasing oxidation number of the central metal in the series MII > MIII > MIV, because the negative net charge of the porphyrin ligand decreases accordingly, and likewise in the series NiII > CuII > PdII > PtII, as the polarity of the MN bond is diminished. Surprisingly, the most rapid formylation is observed with the porphyrin complexes of AlIII, CoIII, and CrIII. This is explained with the formation of anionic porphyrin complexes in the presence of the Vilsmeier reagent. The metal free porphyrins H2(TTP-CHO) (5A) and the cyano derivative H2(TTP-CN) (9A) are obtained by demetalation of the corresponding iron complexes 2Kb and 9Kb, respectively." @default.
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• W2017087831 date "1988-01-25" @default.
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• W2017087831 title "Metallkomplexe mit Tetrapyrrol-Liganden, XLVIII. Vilsmeier-Formylierung von Metallporphyrinen mit CoII, NiII, PdII, PtII, CuII, ZnII, CoIII, CrIII, MnIII, FeIII, AlIII, SiIV und PtIV in Abhängigkeit vom Zentralmetall" @default.
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• W2017087831 doi "https://doi.org/10.1002/jlac.198819880110" @default.
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