Phosphorus derivatives of mesoionic carbenes: synthesis and characterization of triazaphosphole-5-ylidene → BF 3 adducts † ‡

Dettling, Lea; Limberg, Niklas; Küppers, Raphaela; Frost, Daniel; Weber, Manuela; Coles, Nathan T.; Andrada, Diego M.; Müller, Christian

Abstract

Trimethylsilyl-substituted triazaphospholes were synthesized by a [3+2] cycloaddition reaction between organic azides and (CH3)3Si-C ≡ 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.

• Journal Article Type: Article
• Acceptance Date: Jul 24, 2023
• Online Publication Date: Jul 26, 2023
• Deposit Date: Aug 3, 2023
• Publicly Available Date: Aug 3, 2023
• Journal: Chemical Communications
• Print ISSN: 1359-7345
• Electronic ISSN: 1364-548X
• Publisher: Royal Society of Chemistry (RSC)
• Peer Reviewed: Peer Reviewed
• Volume: 59
• Issue: 68
• Pages: 10243-10246
• DOI: https://doi.org/10.1039/d3cc03268j
• Keywords: Materials Chemistry; Metals and Alloys; Surfaces, Coatings and Films; General Chemistry; Ceramics and Composites; Electronic, Optical and Magnetic Materials; Catalysis
• Public URL: https://nottingham-repository.worktribe.com/output/23783867
• Publisher URL: https://pubs.rsc.org/en/content/articlelanding/2023/CC/D3CC03268J