247210-87-3

Upstream product

• 775-12-2 diphenylsilane 
• 93-08-3 methyl 2-naphthyl ketone 

Downstream Products

• 7228-47-9 2-(2-naphthyl)ethanol 
• 27544-18-9 (S)-1-(2-Naphthyl)ethanol 
• 52193-85-8 (R)-1-(2-Naphthyl)ethanol 

Relevant academic research and scientific papers

Half-Sandwich Manganese Complexes Bearing Cp Tethered N-Heterocyclic Carbene Ligands: Synthesis and Mechanistic Insights into the Catalytic Ketone Hydrosilylation

Manganese(I) complexes [(Cp(CH2)nNHCMes)Mn(CO)2] (2a, n = 1; 2b, n = 2) bearing Cp tethered NHC ligands have been prepared in good yield from [CpMn(CO)3] and N-mesitylimidazole as main components, using a novel synthetic strategy based on the anchoring of an imidazolium moiety to the coordinated Cp ligand, followed by an intramolecular photochemical CO substitution for the pendent NHC moiety generated in situ upon addition of a base. The catalytic performances of 2a-b in the hydrosilylation of 2-acetonaphthone with Ph2SiH2 were found to be essentially indifferent to the length of the linker between the Cp and the NHC moieties, and lower than the one of the nontethered [Cp(CO)2Mn(IMes)] (1) parent complex. Still, the presence of Cp tethered NHC ligands allowed isolation and full characterization of monocarbonyl η2-silane complexes [(Cp(CH2)nNHCMes)Mn(CO)(η2-H-SiHPh2)] (8a, n = 1; 8b, n = 2), which are generated upon photochemical reactions of 2a-b with diphenylsilane. Both of these silane complexes are inactive for the catalytic 2-acetonaphthone hydrosilylation process but were found to form catalytically active noncarbonyl species under UV irradiation, being consistent with the Ojima mechanism for ketone hydrosilylation.

Rh soaked in polyionic gel: An effective catalyst for dehydrogenative silylation of ketones

(Chemical Equation Presented) A polyionic gel-soaked Rh catalyst allows the formation of synthetically useful diphenylsilyl (DPS) enols under mild conditions. The reaction proceeds through dehydrogenative silylation of ketones, affording the kinetic silyl

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).