Evidence for Iron‐Catalyzed α‐Phosphinidene Elimination with Phenylphosphine. Issue 11 (11th December 2017)

• Record Type: Journal Article
• Authors: Pagano, Justin K.; Ackley, Brandon J.; Waterman, Rory
• Is Part Of: Chemistry. Volume 24:Issue 11(2018)
• Page Start: 2554
• Page End: 2557
• Publication Date: 2017-12-11
• Subjects: iron -- homogeneous catalysis -- phosphinidenes -- phosphorus -- trapping reactions; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201704954
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: The ubiquitous half‐sandwich iron complex [CpFe(CO)2 Me] (Cp=η 5 ‐C5 H5 ) appears to be a catalyst for α‐phosphinidene elimination from primary phosphines. Dehydrocoupling reactions provided initial insight into this unusual reaction mechanism, and trapping reactions with organic substrates gave products consistent with an α elimination mechanism, including a rare example of a three‐component reaction. The substrate scope of this reaction is consistent with generation of a triplet phosphinidene. In all, this study presents catalytic phosphinidene transfer to unsaturated organic substrates. Abstract : A simple iron compound can catalytically transfer a phosphinidene equivalent to a 2, 3‐dimethyl‐1, 3‐butadiene, alkynes, and diethyl disulfide with loss of hydrogen. These phosphinidene transfer reactions and dehydrocoupling catalysis indicate α‐phosphinidene elimination (see scheme).