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Issue 40, 2012
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Regioselective phosphorylation and thiophosphorylation of N-confused porphyrin: a route to hybrid carbaporphyrinoids

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Abstract

N-confused porphyrin (NCP) undergoes controlled regioselective phosphorylations at the inner, outer or both carbon atoms of the inverted pyrrole ring. Reactivity centered at the internal carbon atom is enhanced in the Ag(III) NCP's whereas the preference for perimeter substitution is characteristic of free base NCP. The addition of S8 resulted in the formation of thio-derivatives containing 21-diphenylthiophosphoryl or 21-phosphinodithioic substituents.

Graphical abstract: Regioselective phosphorylation and thiophosphorylation of N-confused porphyrin: a route to hybrid carbaporphyrinoids

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Publication details

The article was received on 24 May 2012, accepted on 02 Aug 2012 and first published on 06 Aug 2012


Article type: Paper
DOI: 10.1039/C2OB26019K
Citation: Org. Biomol. Chem., 2012,10, 8064-8075
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    Regioselective phosphorylation and thiophosphorylation of N-confused porphyrin: a route to hybrid carbaporphyrinoids

    N. Grzegorzek, L. Latos-Grażyński and L. Szterenberg, Org. Biomol. Chem., 2012, 10, 8064
    DOI: 10.1039/C2OB26019K

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