6798-65-8Relevant academic research and scientific papers
Hydrophosphination of α,β-unsaturated esters by primary phosphine-boranes; a useful entry to symmetrical and unsymmetrical phosphine-boranes
Bourumeau, Karine,Gaumont, Annie-Claude,Denis, Jean-Marc
, p. 1923 - 1926 (1997)
The reactivity of primary phosphine-boranes RPH2·BH3 (R = Ph and Me) towards CH2=CHCO2Me and CH2=CHP(O)(OMe)2 is discussed. Hydrophosphination is the major process. presence of the free phosphine (0-20%) in the crude media indicates that a competitive hydroboration reaction also occurs. The P-H addition was found to be controllable to give, in reasonable yields, either the mono or the bis-adducts. All the adducts are stable and are fully characterized. The preparation of unsymmetrical bis-adduct is also presented.
A Commercially Available Ruthenium Compound for Catalytic Hydrophosphination
Cibuzar, Michael P.,Dannenberg, Steven G.,Waterman, Rory
, p. 446 - 451 (2019/08/26)
Hydrophosphination with a commercially available ruthenium compound, bis(cyclopentadienylruthenium dicarbonyl) dimer ([CpRu(CO)2]2), was explored. Styrene derivatives or Michael acceptors react readily with either primary or secondar
A bench-stable copper photocatalyst for the rapid hydrophosphination of activated and unactivated alkenes
Dannenberg, Steven G.,Waterman, Rory
supporting information, p. 14219 - 14222 (2020/11/24)
Cu(acac)2 (1) is a highly active catalyst for the hydrophosphination of alkenes. Photocatalytic conditions are critical, and provide high conversions with unactivated substrates that have never before been reported with an air-stable catalyst or at ambient temperature. The commercial availability, ease of use, and broad substrate scope of compound 1 make hydrophosphination more available to synthetic chemists.
Hydrophosphination of alkenes and alkynes with primary phosphines catalyzed by zirconium complexes bearing aminophenolato ligands
Zhang, Yu,Wang, Xinxin,Wang, Yaorong,Yuan, Dan,Yao, Yingming
supporting information, p. 9090 - 9095 (2018/07/25)
Zirconium complexes stabilized by amine-bridged bis(phenolato) ligands showed good activity and chemo-selectivity in catalyzing intermolecular hydrophosphination of C-C multiple bonds with primary phosphines under mild conditions. A broad range of alkenes
A Study of Two Highly Active, Air-Stable Iron(III)-μ-Oxo Precatalysts: Synthetic Scope of Hydrophosphination using Phenyl- and Diphenylphosphine
Gallagher, Kimberley J.,Espinal-Viguri, Maialen,Mahon, Mary F.,Webster, Ruth L.
, p. 2460 - 2468 (2016/08/16)
The importance of phosphines in synthetic chemistry cannot be underestimated. Catalytic hydrophosphination offers an ideal method to prepare P?C bonds without the need for harsh reaction conditions or stoichiometric amounts of waste by-product. We herein report our studies into two biocompatible iron(III) complexes in hydrophosphination chemistry using diphenylphosphine under mild and benign reaction conditions (room temperature, solvent-free) and our extended exploration of hydrophosphination with phenylphosphine, which can be tuned to operate in the absence of catalyst under thermal conditions for single hydrophosphination or solvent-free with an iron(III) precatalyst to generate the products of double hydrophosphination. (Figure presented.).
Intermolecular zirconium-catalyzed hydrophosphination of alkenes and dienes with primary phosphines
Ghebreab, Michael B.,Bange, Christine A.,Waterman, Rory
supporting information, p. 9240 - 9243 (2014/07/21)
Catalytic hydrophosphination of terminal alkenes and dienes with primary phosphines (RPH2; R = Cy, Ph) under mild conditions has been demonstrated using a zirconium complex, [κ5-N,N,N,N,C-(Me 3SiNCH2CH2)2NCH2CH 2NSiMe2CH]Zr (1). Exclusively anti-Markovnikov functionalized products were observed, and the catalysis is selective for either the secondary or tertiary phosphine (i.e., double hydrophosphination) products, depending on reaction conditions. The utility of the secondary phosphine products as substrates for further elaboration was demonstrated with a platinum-catalyzed asymmetric alkylation reaction.
