5032-67-7Relevant academic research and scientific papers
Hydrophosphination of Activated Alkenes by a Cobalt(I) Pincer Complex
Nolla-Saltiel, Roberto,Geer, Ana M.,Taylor, Laurence J.,Churchill, Olivia,Davies, E. Stephen,Lewis, William,Blake, Alexander J.,Kays, Deborah L.
supporting information, p. 3148 - 3157 (2020/06/08)
Herein we report the synthesis of three heteroleptic first-row transition metal(II) complexes containing carbazolido NNN pincer ligands and conversion to the corresponding metal(I)-carbonyl complexes via a reductive carbonylation route. These complexes are precatalysts for the hydrophosphination of activated alkenes, affording a cobalt-catalysed hydrophosphination process that solely and selectively yields the β addition (anti-Markovnikov) product. The scope of this transformation has been investigated using a variety of activated alkenes. Isolation and characterisation of substrate-coordinated intermediates reveal available coordination sites, which provide insight into the proposed catalytic cycle. (Figure presented.).
Potassium carbonate promoted nucleophilic addition of alkenes with phosphites
Huang, Zhenjun,Liu, Wei,Li, Sen,Yang, Yutian,Guo, Shengmei,Cai, Hu
supporting information, p. 1295 - 1297 (2020/08/21)
A facile hydrophosphonylation of alkenes by phosphites promoted by potassium carbonate was developed. The reaction features include easy handling, environmental friendliness, and avoidance of the use of strong bases. A variety of alkenes are tolerated in this reaction, with moderate to excellent yields.
Tributylphosphine catalyzed addition of diphenylphosphine oxide to unsubstituted and substituted electron-deficient alkenes
Salin, Alexey V.,Il'in, Anton V.,Faskhutdinov, Rustem I.,Galkin, Vladimir I.,Islamov, Daut R.,Kataeva, Olga N.
supporting information, p. 1630 - 1634 (2018/03/29)
The PBu3-catalyzed conjugate addition of diphenylphosphine oxide to unsubstituted and substituted electron-deficient alkenes is reported. β-Substituted α,β-unsaturated esters, trans-methyl crotonate and trans-methyl cinnamate, known for their r
Me3P-catalyzed addition of hydrogen phosphoryl compounds P(O)H to electron-deficient alkenes: 1 to 1 vs 1 to 2 adducts
Huang, Tian-Zeng,Chen, Tieqiao,Saga, Yuta,Han, Li-Biao
, p. 7085 - 7093 (2017/11/13)
Trimethyl phosphine was used as an efficient catalyst for the addition of P(O)-H compounds to electron-deficient alkenes. The addition reactions were generally conducted using a catalytic amount of Me3P under mild reaction conditions. Both 1 to 1 and 1 to 2 adducts were obtained.
N-heterocyclic carbene catalyzed carba-, sulfa-, and phospha-Michael additions with NHC·CO2 adducts as precatalysts
Hans, Morgan,Delaude, Lionel,Rodriguez, Jean,Coquerel, Yoann
, p. 2758 - 2764 (2014/04/17)
N-heterocyclic carbene catalyzed Michael additions have been revisited with 1,3-dialkyl- or 1,3-diarylimidazol(in)ium-2-carboxylates, that is, NHC·CO2 adducts, as the source of the free NHC catalysts in solution. Using these precatalysts, a number of efficient carba-, sulfa-, and phospha-Michael additions were achieved very conveniently, without the need for an external strong base to generate the NHC by deprotonation of an azolium salt. To further expand the scope of the procedure, some NHC-catalyzed sulfa-Michael/aldol organocascades were also investigated.
Generation of phosphorus-centered radicals via homolytic substitution at sulfur
Carta, Paola,Puljic, Nicolas,Robert, Carine,Dhimane, Anne-Lise,Fensterbank, Louis,Lacote, Emmanuel,Malacria, Max
, p. 1061 - 1063 (2007/10/03)
(Chemical Equation Presented) A novel radical domino process relying on the homolytic cleavage of P-S bonds allows the preparation of phosphorus-containing molecules through addition of P-centered radicals onto olefins. The key step of this reaction is a homolytic substitution on a sulfur atom. The scope of the reaction is broad. Diaminophosphonyl radicals whose reactivity was unknown react smoothly with olefins. Use of tin hydride can be avoided. A radical thiophosphinoylation of triple bonds has been uncovered.
Air-induced anti-Markovnikov addition of secondary phosphine oxides and H-phosphinates to alkenes
Hirai, Takayoshi,Han, Li-Biao
, p. 53 - 55 (2007/10/03)
(Chemical Equation Presented) Air (oxygen) induces the addition of secondary phosphine oxides and H-phosphinates to alkenes to selectively produce the corresponding anti-Markovnikov adducts in good to high yields. Mechanistic studies show that the addition probably proceeds via a radical chain mechanism.
Microwave-assisted regioselective addition of P(O)-H bonds to alkenes without added solvent or catalyst
Stockland Jr., Robert A.,Taylor, Ross I.,Thompson, Laura E.,Patel, Priti B.
, p. 851 - 853 (2007/10/03)
(Chemical Equation Presented) The addition of P(O)-H bonds to alkenes has been accomplished using microwave irradiation in the absence of added solvent and catalyst. In addition to single addition reactions, tandem hydrophosphinylation reactions with alky
The kinetics and mechanism of the phosphorus-catalysed dimerisation of acrylonitrile
Hall, C. Dennis,Lowther, Nicholas,Tweedy, Bruce R.,Hall, Adam C.,Shaw, Gordon
, p. 2047 - 2054 (2007/10/03)
Isopropyl diarylphosphinites (Ar2POPri) catalyse the dimerisation of acrylonitrile (AN) to a mixture of cis- and trans-1,4-dicyanobut-1-ene (cis,trans-DCB-1), trans-1,4-dicyanobut-2-ene (DCB-2) and 2,4-dicyanobut-1-ene (MGN). The kinetics and mechanism of the reaction, which is a potential source of hexamethylenediamine, are reported in detail and the factors which govern rate and selectivity to DCB-1 and DCB-2 rather than MGN are elaborated.
