13506-99-5Relevant articles and documents
Cobalt-catalyzed intermolecular hydroacylation of olefins through chelation-assisted imidoyl C-H activation
Yang, Junfeng,Seto, Yuan Wah,Yoshikai, Naohiko
, p. 3054 - 3057 (2015/05/20)
A low-valent cobalt catalyst generated from cobalt(II) bromide, a diphosphine ligand, and zinc powder promotes intermolecular hydroacylation of olefins using N-3-picolin-2-yl aldimines as aldehyde equivalents, which affords, upon acidic hydrolysis, ketone products in moderate to good yields with high linear selectivity. The reaction is applicable to styrenes, vinylsilanes, and aliphatic olefins as well as to various aryl and heteroaryl aldimines. The cobalt catalysis features a distinctively lower reaction temperature (60 °C) compared with those required for the same type of transformations catalyzed by rhodium complexes (typically 130-150°C).
Studies on retro-[1,4] Brook rearrangement of 3-silyl allyloxysilanes. Observation of the formation of unusual 3,3-bissilyl enols
Gan, Zubao,Wu, Ya,Gao, Lu,Sun, Xianwei,Lei, Jian,Song, Zhenlei,Li, Linjie
, p. 6928 - 6934 (2012/08/29)
Detailed investigations of the retro-[1,4] Brook rearrangement of 3-silyl allyloxysilanes are described. Based on control experiments and NMR studies, rationalizations are proposed for the formation of 3,3-bissilyl enols, unusual compounds that are stable
One-pot catalytic C-C double bond cleavage of α,β-enones aided by alkyl group-immobilized silica spheres
Lee, Dong Hun,Jo, Eun-Ae,Park, Jung-Woo,Jun, Chul-Ho
experimental part, p. 160 - 163 (2010/03/04)
Catalytic C-C double bond cleavage of α,β-enones with a 1-alkene and H2O was carried out in the presence of a (Ph3P)3RhCl catalyst, 2-amino-3-picoline, cyclohexylamine, benzoic acid, and alkyl group-immobilized silica spheres. Upon completion of the reaction, the corresponding ketones were obtained without needing a further hydrolysis step. In this reaction, alkyl group-immobilized silica spheres act as a water reservoir for hydrolysis of an intermediate ketimine and as a phase divider between the organic solution and H2O.
Scope and mechanism of the intermolecular addition of aromatic aldehydes to olefins catalyzed by Rh(I) olefin complexes
Roy, Amy H.,Lenges, Christian P.,Brookhart, Maurice
, p. 2082 - 2093 (2007/10/03)
Rhodium (I) bis-olefin complexes Cp*Rh(VTMS)2 and Cp?Rh(VTMS)2 (Cp* = C5Me5, Cp? = C5-Me4CF3, VTMS = vinyl trimethylsilane) were found to catalyze the addition of aromatic aldehy
Rh(I)-catalyzed O-silylation of alcohol with vinylsilane
Park, Jung-Woo,Chang, Hoon-Jo,Jun, Chul-Ho
, p. 771 - 775 (2007/10/03)
Silyl ethers can be produced from alcohols and vinylsilanes under a rhodium(I) catalyst. The reaction is believed to proceed through an O-H bond cleavage of alcohol by rhodium(I) complex and a subsequent hydride insertion into vinylsilane followed by β-silyl elimination of the resulting β-silylethyl rhodium(III) complex. Georg Thieme Verlag Stuttgart.
Recyclable self-assembly-supported catalyst for chelation-assisted hydroacylation of an olefin with a primary alcohol
Kim, Do-Won,Lim, Sung-Gon,Jun, Chul-Ho
, p. 2937 - 2940 (2007/10/03)
A novel recyclable catalyst for chelation-assisted hydroacylation of an olefin with a primary alcohol was developed by utilizing a hydrogen-bonding self-assembly motif consisting of a barbiturate bearing 2-aminopyridin-4-yl group and 5-hexyl-2,4,6-triaminopyrimidine. This was further applied to a mixed catalyst system to recycle both organic and organometallic catalysts.
Solvent-free chelation-assisted intermolecular hydroacylation: Effect of microwave irradiation in the synthesis of ketone from aldehyde and 1-alkene by Rh(I) complex
Jun, Chul-Ho,Chung, Jong-Hwa,Lee, Dae-Yon,Loupy, André,Chatti, Saber
, p. 4803 - 4805 (2007/10/03)
As a green alternative to classical homogeneous catalyst in toluene in closed vessels, the intermolecular hydroacylation of 1-alkenes with aldehydes by Rh(I) complex (Wilkinson catalyst) can be realized efficiently under solvent-free conditions. When coupled to microwave activation, it results in a serious improvement when compared to classical conditions.