1533-20-6Relevant articles and documents
Nickel(II) complexes bearing phosphinoaryl oxazoline ligands as pro- catalysts for Grignard cross-coupling
Lloyd-Jones, Guy C.,Butts, Craig P.
, p. 901 - 914 (1998)
Ni(II) complexes bearing chiral phosphinoaryl oxazoline ligands are pro- catalysts for cross-coupling of Z-styryl bromide with 1-phenethyl magnesium chloride. Under suitable conditions, there is a dynamic kinetic resolution resulting in moderate enantioselectivity. The nature of the substituent at the stereogenic centre of the oxazoline ligand affects catalysis in two distinct ways: smaller substituents lead to improved rates and selectivities whilst polar substituents reverse the sense of asymmetric induction. The solid state structure of one phosphinoaryl oxazoline Ni(II) pro-catalyst was determined by single crystal x-ray diffraction.
HI gas as a reagent for α-alkylation reaction with two ketone molecules
Matsumoto, Shoji,Koitabashi, Seigo,Otani, Yasuhiko,Akazome, Motohiro
, p. 4320 - 4323 (2015)
To develop the utilization of HI as an 'old but new' reagent, we found that the reaction of acetophenone analogues with HI gas proceeded to give an α-alkylated product, which is derived from the two ketone molecules. It was possible to conduct the reaction in solvent-free and various organic solvents under anhydrous conditions. From the investigation on the reaction mechanism, we proposed that HI acts as an acid and a reducing agent.
Synthesis of chiral supramolecular bisphosphinite palladacycles through hydrogen transfer-promoted self-assembly process
Vasseur, Alexandre,Membrat, Romain,Palpacelli, Davide,Giorgi, Michel,Nuel, Didier,Giordano, Laurent,Martinez, Alexandre
, p. 10132 - 10135 (2018)
P-Chiral secondary phosphine oxides react with Pd2(dba)3 in an acidic medium to provide chiral supramolecular bisphosphinite palladacycles through a H-transfer-based self-assembly process prior to SPO-promoted oxidative addition of an acid to a Pd(0) centre. The one-pot methodology allows variations of the X-type ligand as desired. Eight complexes have been characterised by X-ray diffraction.
Enantioselective conjugate addition of organocuprate using a chiral amidophosphine ligand
Kanai, Motomu,Koga, Kenji,Tomioka, Kiyoshi
, p. 7193 - 7196 (1992)
Based on the concept of a metal differentiating coordination, a new chiral amidophosphine ligand 2 was designed, synthesized, and applied in an enantioselective conjugate addition of lithium dimethylcuprate to chalcone providing the corresponding adduct i
HYDRIDIC REDUCTIONS OF CARBON MONOXIDE TO HYDROCARBONS ON IRON COMPLEXES
Wong, Andrew,Atwood, Jim D.
, p. C9 - C12 (1980)
Treatment of Cp2Fe(CO)4 with LiAlH4 produces CH4, C2H4, C2H6, C3H6, C3H8, C4H8 and C4H10.The exact ratio depends on the amount of LiAlH4 used and on the length of reaction.All reactions were carried out with LiAlD4, confirming that CO is reduced with LiAlH4 as the only hydrogen source.By preparing potential intermediates (CH3FeCp(CO)2, C2H5FeCp(CO)2 and CH3C(O)FeCp(CO)2) and treating them with LiAlD4, we have found evidence for a CO insertion mechanism in chain propagation.Other hydridic reagents were used, the reactivity for the reduction of CO decreases LiAlH4 > NaBH4 > LiEt3BH.
Arenethgiolatocopper(I) Complexes as Homogeneous Catalysts for Michael Addition Reactions
Klaveren, Mayra van,Lambert, Francois,Eijkelkamp, Desiree J. F. M.,Grove, David M.,Koten, Gerard van
, p. 6135 - 6138 (1994)
Arenethiolatocopper(I) complexes are shown to be efficient homogeneous catalysts in Michael addition reaction of several Grignard reagents to acyclic enones; the addition products are formed with excellent chemoselectivity ( >99percent ) and good enantios
Rational Design of New Dihydrobenzooxophosphole-Based Lewis Base Organocatalysts
Busacca, Carl A.,Haddad, Nizar,Han, Zhengxu S.,Kozlowski, Marisa C.,Qu, Bo,Saha, Anjan,Samankumara, Lalith P.,Schumer, Mac G.,Senanayake, Chris H.,Song, Jinghua J.,Yee, Nathan K.
, p. 587 - 591 (2020)
A series of new dihydrobenzooxophosphole-based Lewis base organocatalysts were designed and synthesized. They are shown to be effective in trichlorosilane-mediated stereoselective conjugate reductions of C=C bonds. DFT calculations reveal that the strong
Iron-catalysed regio- And stereoselective head-to-tail dimerisation of styrenes
Cabrero-Antonino, Jose R.,Leyva-Perez, Antonio,Corma, Avelino
, p. 1571 - 1576 (2010)
Cationic iron salts and complexes catalyse the head-to-tail dimerisation of styrene derivatives to form the corresponding dimers with good to excellent yields and stereoselectivities. In particular, the use of a phosphine-iron(III) complex allows the recovery and reuse of the catalyst. The counteranion plays an important role in both the activity and selectivity. These catalysts constitute an alternative to those based on toxic and expensive late-transition metals.
Aldol Reactions Promoted by Diethylzinc; the X-ray Crystal Structure and Stereochemistry of Dypnopinacol.
Chaloner, Penny A.,Hitchcock, Peter B.,Langadianou, Eugenia,Readey, Michael J.
, p. 6037 - 6038 (1991)
Diethylzinc reacted with acetophenone to give the aldol dimer, 1,3-diphenyl-2-butene-1-one together with small amounts of dypnopinacol 1-(2-hydroxy-6-methyl-2,4,6-triphenylcyclohex-3-enyl)-1-phenylmethanone.The structure of dypnopinacol was established in an X-ray diffration study.Key Words: Aldol; Diethylzinc, Conjugate reduction; Dypnopinacol
First example of an enantiospecific sp3-sp2 Stille coupling of a chiral allylstannane with aryl halides
Kalkofen, Rainer,Hoppe, Dieter
, p. 1959 - 1961 (2006)
A chiral allylic stannane, easily accessible via an enantiotopos differentiating deprotonation of a 1-phenyl-1-alkenyl-carbamate, is coupled with different aryl halides. In this enantiospecific Stille reaction a η3-bound palladium species is as
