Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 31, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202203345
Keywords
Carbenes; Donor-Acceptor systems; Phosphaborene; Density Functional Calculations; Transfer Reactions
Categories
Funding
- ERC StG [EU805113]
- Saarland University
- DFG [INST 256/506-1]
- Projekt DEAL
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A new N-heterocyclic carbene-stabilized phosphaborene has been synthesized and isolated, which is a room-temperature-stable crystalline solid. It exhibits remarkable reactivity and can undergo P-centre metathesis reactions.
The BP unsaturated unit is a very attractive functional group as it provides novel reactivity and unique physical properties. Nonetheless, applications remain limited so far due to the bulky nature of B/P-protecting groups, required to prevent oligomerization. Herein, we report the synthesis and isolation of a N-heterocyclic carbene (NHC)-stabilized phosphaborene, bearing a trimethylsilyl (TMS) functionality at the P-terminal, as a room-temperature-stable crystalline solid accessible via facile NHC-induced trimethylsilyl chloride (TMSCl) elimination from its phosphinoborane precursor. This phosphaborene compound, bearing a genuine B=P bond, exhibits a remarkable ability for undergoing P-centre metathesis reactions, which allows the isolation of a series of unprecedented phosphaborenes. X-ray crystallographic analysis, UV/Vis spectroscopy, and DFT calculations provide insights into the B=P bonding situation.
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