6533b823fe1ef96bd127e10c

RESEARCH PRODUCT

Preparation and Characterization of P2 BCh Ring Systems (Ch=S, Se) and Their Reactivity with N-Heterocyclic Carbenes

Juuso ValjusCameron M. E. GrahamMichael J. CowleyHeikki M. TuononenClément R. P. MilletPaul J. RagognaAmy Price

subject

BOND COVALENT RADIIChalcogenidePHOSPHINIDENE ADDUCTSSULFURchemistry.chemical_element010402 general chemistryRing (chemistry)ION ABSTRACTION01 natural sciencesMedicinal chemistryCatalysischemistry.chemical_compoundELEMENTSmain-group heterocyclesReactivity (chemistry)N-heterocyclic carbenesMETHYLENEPHOSPHINEta116epäorgaaniset yhdisteetphosphinidene chalcogenidesheterocycleskemiallinen synteesiphosphaborenes010405 organic chemistryPhosphorusOrganic ChemistryGeneral ChemistryREAGENT0104 chemical sciencesCharacterization (materials science)PHOSPHORUSchemistryPhosphinideneinorganic compoundsSULFURIZATIONchemical synthesisX-RAY-STRUCTURE

description

Four-membered rings with a P2BCh core (Ch = S, Se) have been synthesized via reaction of phosphinidene chalcogenide (Ar*P=Ch) and phosphaborene (Mes*P=BNR2). The mechanistic pathways towards these rings are explained by detailed computational work that confirmed the preference for the formation of P–P, not P–B, bonded systems, which seems counterintuitive given that both phosphorus atoms contain bulky ligands. The reactivity of the newly synthesized heterocycles, as well as that of the known (RPCh)n rings (n = 2, 3), was probed by the addition of Nheterocyclic carbenes, which revealed that all investigated compounds can act as sources of low-coordinate phosphorus species. peerReviewed

https://doi.org/10.1002/chem.201704337