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Issue 3, 1995
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N-methyltetraphenylporphyrin with an inverted N-methylpyrrole ring: the first isomer of N-methyltetraphenylporphyrin

Abstract

In the course of the mild methylation of 5,10,15,20-tetraphenyl-21-carbaporphyrin (CTPPH2) a novel isomer of N-methyl-5,10,15,20-tetraphenylporphyrin with an inverted N-methylated pyrrole ring, i.e. 2-N-methyl-5,10,15,20-tetraphenyl-21-carbaporphyrin (2-NCH3TPPH) has been synthesised. The protonation of 2-NCH3CTPPH proceeds stepwise including mono- and two di-cationic species. 2-NCH3CTPPH can be considered as a new anion-specific binding agent. The lability of the 21-CH proton afforded the easy insertion of nickel(II) to form a stable organometallic macrocyclic complex.

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Article type: Paper
DOI: 10.1039/P29950000503
Citation: J. Chem. Soc., Perkin Trans. 2, 1995, 503-509
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    N-methyltetraphenylporphyrin with an inverted N-methylpyrrole ring: the first isomer of N-methyltetraphenylporphyrin

    P. J. Chmielewski and L. Latos-Grażyński, J. Chem. Soc., Perkin Trans. 2, 1995, 503
    DOI: 10.1039/P29950000503

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