330825-69-9

Basic information

• Product Name: 1-phenyl-3-methoxy-1-(trichlorosilyl)propane
• Synonyms: 1-phenyl-3-methoxy-1-(trichlorosilyl)propane
• CAS NO: 330825-69-9
• Molecular Weight: 283.657
• Mol File: 330825-69-9.mol

Chemical Properties

• CAS DataBase Reference: 1-phenyl-3-methoxy-1-(trichlorosilyl)propane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-3-methoxy-1-(trichlorosilyl)propane(330825-69-9)
• EPA Substance Registry System: 1-phenyl-3-methoxy-1-(trichlorosilyl)propane(330825-69-9)

Safety Data

• Hazardous Substances Data: 330825-69-9(Hazardous Substances Data)

Upstream product

• 24808-73-9 (E)-(3-methoxyprop-1-en-1-yl)benzene 
• 16277-67-1 3-methoxy-1-phenylpropene 

Relevant articles and documents

Regio- and Enantioselective Hydrosilylation of 1-Arylalkenes by Use of Palladium-MOP Catalyst

Hydrosilylation of styrenes bearing β-substituents with trichlorosilane was catalyzed by a palladium complex (0.1 mol percent) coordinated with (R)-2-methoxy-2'-diphenylphosphino-1,1'-binaphthyl ((R)-MeO-MOP) to give high yields of optically active 1-aryl-1-silylalkanes (80-85percent ee) as single regioisomers.The resulting silanes were readily converted into the corresponding optically active alcohols (80-99percent yield).

Asymmetric hydrosilylation of styrenes catalyzed by palladium-MOP complexes: Ligand modification and mechanistic studies

In the palladium-catalyzed asymmetric hydrosilylation of styrene (3a) with trichlorosilane, several chiral monophosphine ligands, (R)-2-diarylphosphino-1,1′-binaphthyls (2a-g), were examined for their enantioselectivity. The highest enantioselectivity was observed in the reaction with (R)-2-bis[3,5-bis(trifluoromethyl)phenyl]phosphino-1, 1′-binaphthyl (2g), which gave (S)-1-phenylethanol (5a) of 98% ee after oxidation of the hydrosilylation product, 1-phenyl-1-(trichlorosilyl)ethane (4a). The palladium complex of 2g also efficiently catalyzed the asymmetric hydrosilylation of substituted styrenes on the phenyl ring or at the β position to give the corresponding chiral benzylic alcohols of over 96% ee. Deuterium-labeling studies on the hydrosilylation of regiospecifically deuterated styrene revealed that β-hydrogen elimination from 1-phenylethyl(silyl)palladium intermediate is very fast compared with reductive elimination giving hydrosilylation product when ligand 2g is used. The reaction of o-allylstyrene (9) with trichlorosilane catalyzed by (R)-2g/Pd gave (1S,2R)-1-methyl-2-(trichlorosilylmethyl)indan (10) (91% ee) and (S)-1-(2-(propenyl)phenyl)-1-trichlorosilylethanes (11a and 11b) (95% ee). On the basis of their opposite configurations at the benzylic position, a rationale for the high enantioselectivity of ligand 2g is proposed.