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• 775-12-2 diphenylsilane 
• 98-86-2 acetophenone 

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• 98-86-2 acetophenone 

Relevant academic research and scientific papers

New Chiral Bis(oxazolinyl)bipyridine Ligand (Bipymox): Enantioselection in the Asymmetric Hydrosilylation of Ketones

A homochiral chiral 6,6'-bis(oxazolinyl)-2,2'-bipyridine ligand, bipymox (1), and its rhodium complex were synthesized to examine the enantioselectivity in the asymmetric hydrosilylation of ketones in comparison to other chiral oxazoline ligands such as bis-(oxazolinyl)pyridine, pybox (2), and mono(oxazolinyl)pyridine, pymox (3).The bipymox-rhodium catalyst gave the (S)-absolute configuration of the product 1-phenylethanol (90percent ee) in the reduction of acetophenone with diphenylsilane the same as the pybox-rhodium system but opposite to the pymox-rhodium system.The reduction of 4-tert-butylcyclohexanone was also described.

Enantioselective catalysis 94. The 'diphenyl effect' in the enantioselective hydrosilylation of acetophenone with diphenylsilane using Rh'5,5-diphenyl-2-(2-pyridinyl)oxazoline catalysts

The 5.5-diphenyl-2-(2-pyridinyl)oxazolines 2a-e give ee values 9.6-34.2% higher than their unsubstituted counterparts 1a-e in the Rh-catalyzed enantioselective hydrosilylation of acetophenone with diphenylsilane.

First study of rhodium(I) complexes with chiral sulfur-containing terpenoids as catalytic systems for ketone hydrosilylation

Using a “chiral pool” approach, a number of chiral thiolate and sulfide ligands based on natural terpenes and terpenoids have been synthesized in a few simple steps. Two new Rh-thiolate complexes with the formula [Rh(CO)2(μ-SR)]2 were obtained. The influence of these complexes and catalytic systems formed by combining the synthesized ligands with [Rh(CO)2(μ-Cl)]2 and [Rh(cod)(μ-Cl)]2, on the reaction rate, chemoselectivity, stereoselectivity and formation of tetraphenyldisiloxane in Rh-catalyzed asymmetric hydrosilylation of acetophenone as a model reaction have been studied. Mechanistic aspects of formation of silyl enol ether as a side product in the presence of S-containing ligands are presented.

Bis(phosphine)hydridorhodacarborane Derivatives of 1,1′-Bis(ortho-carborane) and Their Catalysis of Alkene Isomerization and the Hydrosilylation of Acetophenone

Deprotonation of [7-(1′-closo-1′,2′-C2B10H11)-nido-7,8-C2B9H11]- and reaction with [Rh(PPh3)3Cl] results in isomerization of the metalated cage and the formation of [8-(1′-closo-1′,2′-C2B10H11)-2-H-2,2-(PPh3)2-closo-2,1,8-RhC2B9H10] (1). Similarly, deprotonation/metalation of [8′-(7-nido-7,8-C2B9H11)-2′-(p-cymene)-closo-2′,1′,8′-RuC2B9H10]- and [8′-(7-nido-7,8-C2B9H11)-2′-Cp*-closo-2′,1′,8′-CoC2B9H10]- affords [8-{8′-2′-(p-cymene)-closo-2′,1′,8′-RuC2B9H10}-2-H-2,2-(PPh3)2-closo-2,1,8-RhC2B9H10] (2) and [8-(8′-2′-Cp*-closo-2′,1′,8′-CoC2B9H10)-2-H-2,2-(PPh3)2-closo-2,1,8-RhC2B9H10] (3), respectively, as diastereoisomeric mixtures. The performances of compounds 1-3 as catalysts in the isomerization of 1-hexene and in the hydrosilylation of acetophenone are compared with those of the known single-cage species [3-H-3,3-(PPh3)2-closo-3,1,2-RhC2B9H11] (I) and [2-H-2,2-(PPh3)2-closo-2,1,12-RhC2B9H11] (V), the last two compounds also being the subjects of 103Rh NMR spectroscopic studies, the first such investigations of rhodacarboranes. In alkene isomerization all the 2,1,8-or 2,1,12-RhC2B9 species (1-3, V) outperform the 3,1,2-RhC2B9 compound I, while for hydrosilylation the single-cage compounds I and V are better catalysts than the double-cage species 1-3.

Hydrosilylation of aromatic aldehydes and ketones catalyzed by mono- and tri-nuclear platinum(0) complexes

Hydrosilylation of aromatic aldehydes and acetophenone with H2SiPh2 was studied by using Pt complexes as the catalyst. Reaction of aromatic aldehydes, such as PhCHO, 4-FC6H4CHO, 4-MeC6H4CHO and 4-CF3C6H4CHO with H2SiPh2 in the presence of [Pt(PPh3)3] cata

Triangular Triplatinum Complex with Four Bridging Si Ligands: Dynamic Behavior of the Molecule and Catalysis

A triangular triplatinum(0) complex with bridging diphenylsilylene ligands, [{(Pt(PMe3)}3(μ-SiPh2)3] (1a), reacts with H2SiPh2 to produce the 1:1 adduct, [{Pt(PMe3)}3(

A benzothiadiazole-supported N-heterocyclic carbene and its rhodium and iridium complexes

A new N-heterocyclic carbene containing a fused benzothiadiazole (BTD) moiety, 5,7-bis(1,1-dimethylethyl)-5H-imidazo[4,5-f]-2,1,3-benzothiadiazol-6-ylidene (1), was generated by deprotonation of the corresponding tetrafluoroborate salt. The salt precursor

A dibenz[a,c]phenazine-supported N-heterocyclic carbene and its rhodium and iridium complexes

A new polycyclic N-heterocyclic carbene featuring a fused dibenz[a,c]phenazine moiety was generated in situ from the corresponding tetrafluoroborate salt. The synthesis and NMR data of its corresponding precursors, its sulfur adduct and dimer are reported

Reactions of cationic PNP-supported iridium silylene complexes with polar organic substrates

Reactions of PNP-supported silylene complexes [(PNP)(H)Ir-SiRR′] [B(C6F5)4] (R = R′ = Ph (1) and R = H, R′ = Mes (2)) with Lewis bases, carbonyl compounds, alcohols, and amines were investigated. Addition of DMAP (4-dimethylaminopyridine) to 1 and 2 produced base-stabilized silylene complexes [(PNP)(H)IrSiRR′(DMAP)] [B(C6F5)4] (R = R′ = Ph (3) and R = H, R′ = Mes (4)). Reactions of 2 with benzophenone and benzaldehyde afforded the products of stoichiometric hydrosilylation, heteroatom-substituted silylene complexes [(PNP)(H)Ir-SiMes(OCH(Ph)(R))][B(C6F5) 4] (R = Ph (5) and R = H (6)). Complex 1 reacted with DMF or benzophenone, and 2 reacted with DMF, to afford base-stabilized silylene complexes of the type [(PNP)(H)IrSiRR′(B)][B(C6F 5)4] (R = H, R′ = Mes, B = DMF (7); R = R′ = Ph, B = DMF (8) and O-CPh2 (9)). In contrast, treatment of 1 with acetophenone afforded {(PNPH)IrH[SiPh2(OC(-CH2)Ph)]} [B(C6F5)4] (10), from activation of a C-H bond at the α-carbon position of acetophenone. Reactions of alcohols and amines with 1 afforded [(PNPH)IrH(SiPh2OR)][B(C6F 5)4] (R = 3,5-tBu2C 6H3 (11), R = Ph (12), R = iPr (13), and R = tBu (14)) and [(PNPH)IrH(SiPh2NHR)][B(C6F 5)4] (R = Ph (15), R = 3,5-(CF3) 2C6H3 (16)). Exploration of the catalytic activity of iridium silylene complexes with these organic substrates demonstrated that 1 is an effective catalyst for silane alcoholysis and aminolysis and for the hydrosilylation of ketones.

Conformational analysis, spectral and catalytic properties of 1,3-thiazolidines, ligands for acetophenone hydrosilylation with diphenylsilane

2-Aryl- and 2-furyl-4-carboxy-1,3-thiazolidines were synthesized. Their spectral properties were studied, and conformational analysis was performed. It was shown that they exist in solution as an equilibrium of neutral and zwitter-ion forms. The influence