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Issue 1, 2012
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Phosphorus complexes of a triply-fused [24]pentaphyrin

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Abstract

Treatment of an N-fused [24]pentaphyrin with POCl3 in the presence of triethylamine gave a triply-fused pentaphyrin P[double bond, length as m-dash]O complex through an N-fusion reaction and oxidative C–C bond formation between the pyrrolic β-positions. This complex displays strong antiaromatic character due to its 24π-electronic network as evinced by its 1H NMR chemical shifts, absorption spectrum, and NICS calculation. The P[double bond, length as m-dash]O complex was reduced with BH3·SMe2 to provide P–BH3 complex with concurrent hydrogenation at the pyrrolic β-positions as a rare case of porphyrinoid P(III) complex.

Graphical abstract: Phosphorus complexes of a triply-fused [24]pentaphyrin

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Publication details

The article was received on 09 Sep 2011, accepted on 26 Sep 2011 and first published on 27 Sep 2011


Article type: Edge Article
DOI: 10.1039/C1SC00653C
Chem. Sci., 2012,3, 103-107

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    Phosphorus complexes of a triply-fused [24]pentaphyrin

    T. Higashino and A. Osuka, Chem. Sci., 2012, 3, 103
    DOI: 10.1039/C1SC00653C

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