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Preparation and Use of Carbonyl-decorated Carbenes in the Activation of White Phosphorus
Published on: October 3, 2014
Predicting Activation of Small Molecules Including Dinitrogen via a Carbene with a σ0π2 Electronic Configuration
1State Key Laboratory of Physical Chemistry of Solid Surfaces, Fujian Provincial Key Laboratory of Theoretical Computational Chemistry, Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China.
Abstract:
Although the main group species in the s and p blocks have begun to gain prominence in the field of dinitrogen (N2) activation in recent years, reports of carbene-mediated N2 activation remain particularly rare, especially for carbenes with a σ0π2 electronic configuration. Herein, we demonstrate examples of N2 activation initiated by a carbene with a σ0π2 electronic configuration and consequent N2 hydroboration reaction (with a reaction barrier as low as 19.9 kcal/mol) via density functional theory calculations. Meanwhile, the "push-pull" electronic effect upon introduction of a hydroborenium complex facilitates the generation of a thermodynamically and kinetically more stable product. In addition, such a σ0π2 carbene can also activate a series of H-X (X = H, CH3, or Bpin) bonds through an oxidative addition process with activation energies ranging from 6.0 to 18.0 kcal/mol. Our findings highlight the importance of σ0π2 carbenes in the field of small molecule activation, especially N2 activation.
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