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Issue 4, 2014
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Three-electron two-centred bonds and the stabilisation of cationic sulfur radicals

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Abstract

Electronic communication in biological systems is fundamental to understanding protein signalling and electron hopping pathways. Frequently studied examples are cationic radical methionine and its functional derivatives. These systems are understood to be stabilised by a direct ‘three-electron two-centred’ bond. We demonstrate for methionine and a series of cationic radical methionine analogues that long-range multi-centred indirect stabilisation occurs, which cannot be attributed to three-electron two-centred interactions. A revised description of the radical stabilisation process is presented, which includes contributions from all atoms with accessible p-orbitals, independent of the distance to the sulfur radical.

Graphical abstract: Three-electron two-centred bonds and the stabilisation of cationic sulfur radicals

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Publication details

The article was received on 14 Dec 2013, accepted on 20 Jan 2014 and first published on 20 Jan 2014


Article type: Edge Article
DOI: 10.1039/C3SC53432D
Citation: Chem. Sci., 2014,5, 1390-1395
  • Open access: Creative Commons BY license
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    Three-electron two-centred bonds and the stabilisation of cationic sulfur radicals

    C. H. Hendon, D. R. Carbery and A. Walsh, Chem. Sci., 2014, 5, 1390
    DOI: 10.1039/C3SC53432D

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