The Triple-Bond Metathesis of Aryldiazonium Salts: A Prospect for Dinitrogen Cleavage

Angewandte Chemie
Aaron D Lackner, Alois Fürstner

Abstract

The {N2 } unit of aryldiazonium salts undergoes unusually facile triple-bond metathesis on treatment with molybdenum or tungsten alkylidyne ate complexes endowed with triphenylsilanolate ligands. The reaction transforms the alkylidyne unit into a nitrile and the aryldiazonium entity into an imido ligand on the metal center, as unambiguously confirmed by X-ray structure analysis of two representative examples. A tungsten nitride ate complex is shown to react analogously. Since the bonding situation of an aryldiazonium salt is similar to that of metal complexes with end-on-bound dinitrogen, in which {N2 }→M σ donation is dominant and electron back donation minimal, the metathesis described herein is thought to be a conceptually novel strategy toward dinitrogen cleavage devoid of any redox steps and, therefore, orthogonal to the established methods.

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Jun 8, 2012·Angewandte Chemie·Wojciech ChaładajAlois Fürstner
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Sep 17, 2013·Chemistry : a European Journal·Peter PersichAlois Fürstner
Mar 5, 2014·Chemistry : a European Journal·Laura HoffmeisterAlois Fürstner
Mar 14, 2014·Angewandte Chemie·Jens Willwacher, Alois Fürstner
May 14, 2014·Angewandte Chemie·Konrad Gebauer, Alois Fürstner
Aug 30, 2014·Chemistry : a European Journal·Rudy Lhermet, Alois Fürstner
Jul 4, 2015·Chemistry : a European Journal·Felix Ungeheuer, Alois Fürstner

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Citations

Mar 21, 2018·Physical Chemistry Chemical Physics : PCCP·Huda S AlSalemSven P K Koehler
Sep 8, 2018·Angewandte Chemie·Benjamin N Bhawal, Bill Morandi
Feb 29, 2020·Chemical Science·Bastian SchluschaßSven Schneider
Aug 22, 2020·Angewandte Chemie·Alois FürstnerChristophe Copéret
Jan 27, 2017·Chemical Communications : Chem Comm·Anthony F Hill, Richard Y Kong
Jan 16, 2018·Journal of the American Chemical Society·Daniel J TindallAlois Fürstner
May 29, 2020·Journal of the American Chemical Society·Julius HillenbrandAlois Fürstner
Sep 15, 2021·Journal of the American Chemical Society·Alois Fürstner

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