Phosphorus derivatives of mesoionic carbenes: synthesis and characterization of triazaphosphole-5-ylidene → BF3 adducts

Dettling, Lea, Limberg, Niklas, Küppers, Raphaela, Frost, Daniel, Weber, Manuela, Coles, Nathan T. ORCID: https://orcid.org/0000-0001-6190-9080, Andrada, Diego M. and Müller, Christian 2023. Phosphorus derivatives of mesoionic carbenes: synthesis and characterization of triazaphosphole-5-ylidene → BF3 adducts. Chemical Communications 59 (68) , pp. 10243-10246. 10.1039/D3CC03268J

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Abstract

Trimethylsilyl-substituted triazaphospholes were synthesized by a [3+2] cycloaddition reaction between organic azides and (CH3)3Si–C[triple bond, length as m-dash]P. 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.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Schools > Chemistry
Publisher:	Royal Society of Chemistry
ISSN:	1359-7345
Date of Acceptance:	24 July 2023
Last Modified:	14 Nov 2024 11:30
URI:	https://orca.cardiff.ac.uk/id/eprint/173577

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