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Issue 21, 2013
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The facile assembly of bis-, tris- and poly(triazaphosphole) systems using “click” chemistry

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Abstract

Uncatalysed 1,3-dipolar cycloaddition reactions between two phosphaalkynes, P[triple bond, length as m-dash]CR (R = But or Me), and a series of di-, tri- and poly-azido precursor compounds have given very high yields of a range of triazaphosphole substituted systems. These comprise the 1,1′-bis(triazaphosphole)ferrocenes, [Fe{C5H4(N3PCR)}2], the tris(triazaphosphole)cyclohexane, cis-1,3,5-C6H9(N3PCBut)3, and the poly(allyltriazaphosphole)s, {C3H5(N3PCR)}. Electrochemical studies on the 1,1′-bis(triazaphosphole)ferrocenes reveal the compounds to undergo reversible 1-electron oxidation processes, at significantly more positive potentials than ferrocene itself. Attempts to chemically oxidise one 1,1′-bis(triazaphosphole)ferrocene with a silver salt, Ag[Al{OC(CF3)3}4] were not successful, and led to the formation of a silver coordination complex, [{Fe[μ-C5H4(N3PCBut)]2(μ-Ag)}2][Al{OC(CF3)3}4]2, thereby demonstrating the potential the reported triazaphosphole substituted systems possess as novel ligands in coordination chemistry.

Graphical abstract: The facile assembly of bis-, tris- and poly(triazaphosphole) systems using “click” chemistry

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Article information


Submitted
25 Feb 2013
Accepted
21 Mar 2013
First published
21 Mar 2013

Dalton Trans., 2013,42, 7775-7780
Article type
Paper

The facile assembly of bis-, tris- and poly(triazaphosphole) systems using “click” chemistry

S. L. Choong, A. Nafady, A. Stasch, A. M. Bond and C. Jones, Dalton Trans., 2013, 42, 7775
DOI: 10.1039/C3DT50505G

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