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Issue 2, 2011
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Dipyrrin based silver [2 + 2] metallamacrocycles

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Abstract

The synthesis and characterization of a series of [2 + 2] metallamacrocycles based on combinations of silver salts AgX (X = BF4, PF6, SbF6, TfO) with pyridyl, p-phenyl-pyridyl and p-phenyl-imidazolyl appended dipyrrin (dpm) derivatives is reported. In these species, the silver ion is linearly coordinated to one of the two pyrrolic groups of the dpm moiety through the nitrogen atom and to a N atom belonging to the peripheral coordinating group. The organisation of the cyclic complexes in the solid state is dependent on the nature of the anion X and on the hydrogen bonding patterns formed with the pyrrolic NH group, acting as a donor. Furthermore, in some cases, d10-d10 argentophilic interactions are observed between consecutive macrocyclic complexes in the crystalline phase. The robustness of some of the complexes obtained compounds was investigated by 1H- and 13C-NMR spectroscopy which revealed the structural integrity of the cyclic species in solution. A DOSY NMR study on the cyclic entity based on the imidazolyl appended dpm further assessed that the complex present in solution was indeed the [2 + 2] metallamacrocycle.

Graphical abstract: Dipyrrin based silver [2 + 2] metallamacrocycles

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Publication details

The article was received on 23 Jul 2010, accepted on 11 Oct 2010 and first published on 16 Nov 2010


Article type: Paper
DOI: 10.1039/C0DT00907E
Dalton Trans., 2011,40, 437-445

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    Dipyrrin based silver [2 + 2] metallamacrocycles

    D. Pogozhev, S. A. Baudron and M. W. Hosseini, Dalton Trans., 2011, 40, 437
    DOI: 10.1039/C0DT00907E

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