887335-74-2

Upstream product

• 775-12-2 diphenylsilane 
• 93-55-0 1-phenyl-propan-1-one 

Downstream Products

• 1565-74-8 (R)-1-phenyl-1-propanol 
• 613-87-6 (S)-1-phenyl-1-propanol 
• 93-54-9 1-Phenyl-1-propanol 

Relevant academic research and scientific papers

Zinc Hydride-Catalyzed Hydrofuntionalization of Ketones

Three new dimeric bis-guanidinate zinc(II) alkyl, halide, and hydride complexes [LZnEt]2 (1), [LZnI]2 (2) and [LZnH]2 (3) were prepared. Compound 3 was successfully employed for the hydrosilylation and hydroboration of a vast number of ketones. The catalytic performance of 3 in the hydroboration of acetophenone exhibits a turnover frequency, reaching up to 5800 h-1, outperforming that of reported zinc hydride catalysts. Notably, both intra- and intermolecular chemoselective hydrosilylation and hydroboration reactions have been investigated.

Selective hydrosilylation of alkynes and ketones: Contrasting reactivity between cationic 3-iminophosphine palladium and nickel complexes

The catalytic hydrosilylation of alkynes and ketones has been explored utilizing palladium- and nickel(allyl) complexes supported by 3-iminophosphine ligands. Palladium and nickel demonstrated distinctly different reactivity profiles, with palladium provi

Hydrosilylation of ketone and imine over poly-N-heterocyclic carbene particles

N-Heterocyclic carbene (NHC)-catalyzed ketone/imine hydrosilylation, silane alcohol condensation and asymmetric ketone hydrosilylation reactions were demonstrated for the first time over solid, main-chain poly-NHC particles. The stable and robust poly-NHC

HYDROSILYLATION

The present invention relates to a process for converting a substrate to a product comprising exposing the substrate to a hydrosilane in the presence of a carbene catalyst.

Synthesis and reactivity of 1,2- and 1,3-diphosphanes that contain four chiral rhenium fragments: Architecturally novel tetrametallo-DMPE and -DMPP species that are unprivileged ligands for enantioselective catalysis

Reactions of enantiopure (S)-[(η5-C5H 5)Re(NO)(PPh3)-(=CH2)]+ PF 6- [(S)-2] and PH2CH2(CH 2)nCH2PH2 (0.5 equiv.) give (S ReSRe)-[(η5-C5H 5)Re(NO)(PPh3){CH2PH2CH 2(CH2)n-CH2PH2CH 2}(Ph3P)(ON)Re(η5-C5H 5)]2+ 2PF6- [n = 0/1, (S ReSRe)-3/4; 65-62/77-58%]. Reaction of racemic 2 (BF 4- salt) and PH2(CH2) 2PH2 (0.5 equiv.) gives the meso and rac diastereomers of 3 (BF4- salts) in 28% and 38% yields after crystallization. Treatments of (SReSRe)-3/4 with fBuOK and then (S)-2 give the tetrarhenium complexes (SReSReS ReSRe)[{(η5-C5H 5)Re(NO)(PPh3)(CH2)}2{PHCH 2(CH2)n-CH2PH}{(CH 2)(Ph3P)(ON)Re(η5-C5H 5)}2]2+ 2PF6- [n = 0/1, (SReSReSReSRe)-7/8; 89-88/98-87%]. The crystal structure of (SReSReSReS Re)-7 is determined and its conformation analyzed. Reactions of (SReSReSReSRe)-7/8 and tBuOK give air-sensitive diphosphanes (SReSReSReS Re)-{(η5-C5H5)Re(NO)-(PPh 3)(CH2)}2{PCH2(CH2) nCH2P}{(CH2)(Ph3P)(ON) Re(η5-C5H5)}2 [n = 0/1, (S ReSReSReSRe)-9/10; 92/62%]. Additions of (a) PhIO give the corresponding dioxides (72/62 %), and (b) [Rh(NBD)2]+ PF6- give the corresponding chelates [(P-P)-Rh(NBD)]+ PF6- (75/82%) (NBD = norbornadiene). These catalyze hydrogenations of protected dehydroamino acids and hydrosilylations of propiophenone with only modest enantioselectivities. Similar results are obtained when (SReS ReSReSRe)-9/10 are applied in rhodium-catalyzed conjugate additions of aryl boronic acids, or palladium-catalyzed allylic alkylations. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

Designing the "Search pathway" in the development of a new class of highly efficient stereoselective hydrosilylation catalysts

A highly efficient class of N-heterocyclic carbene-based catalysts for the asymmetric hydrosilylation of prochiral ketones was discussed. The potential pitfalls associated with the nonlinearity in the behavior of an enantioselective catalyst in response to the variations of key reaction parameters were also described. The modular design of a new catalyst is based essentially on a single assembly step of its structural and functional subunits. It was observed that the direct coupling of oxazolines and N-heterocyclic carbenes leads to chelating C,N ancillary ligands for asymmetric catalysis that combines both an 'anchor' unit and a stereodirecting element.

Catalytic enantioselective hydrosilylation of ketones with rhodium- phosphite complexes containing a TADDOLate and a dihydrooxazole unit

New types of chiral phosphorus/nitrogen ligands, capable of forming six- membered-ring metal chelates have been prepared from α,α,α',α'-tetraaryl- 1,2-dioxolane-4,5-dimethanols (TADDOLs), PCl3, and dihydrooxazole alcohols (from amino acids) (7 in Scheme 1). The X-ray crystal structure of a Rh complex of one of these ligands, 8b, has been determined (Scheme 2 and Fig.). Enantioselective hydrosilylations of dialkyl and aryl alkyl ketones with Ph2SiH2/0.01 equiv. Rh1·7 have been studied and found to provide secondary alcohols in enantiomer ratios of up to 97:3 (Scheme 3 and Table). The ligand prepared from (R,R)-TADDOL and the (R)-valine-derived (R)-α,α- dimethyl-4-isopropyl-4,5-dihydrooxazole-2-methanol gives better results than the (R,R,S)-isomer (7d vs. 7c in Scheme 3), and an i-Pr group on the 4,5- dihydrooxazole ring gives rise to a slightly better selectivity than a Ph group. With the (R,R,R)-ligands the hydrogen transfer occurs from the Re face of the oxo groups (Scheme 4).