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Updated: Jul 20, 2025

Preparation and Use of Carbonyl-decorated Carbenes in the Activation of White Phosphorus
Published on: October 3, 2014
Phosphorus derivatives of mesoionic carbenes: synthesis and characterization of triazaphosphole-5-ylidene → BF3
Lea Dettling1, Niklas Limberg1, Raphaela Küppers1
1Freie Universität Berlin, Institute of Chemistry and Biochemistry, Fabeckstr. 34/36, Berlin 14195, Germany. c.mueller@fu-berlin.de.
Abstract:
Trimethylsilyl-substituted triazaphospholes were synthesized by a [3+2] cycloaddition reaction between organic azides and (CH3)3Si-CP. In an attempt to isolate their N-alkylated products, the formation of BF3 adducts of unprecedented triazaphosphol-5-ylidenes was found. The nature of the carboncarbene-boron bond was investigated within the DFT framework, revealing a strong donation of electrons from the carbene carbon atom to the boron atom combined with weak back-bonding.
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