166330-13-8

Basic information

• Product Name: Rh(H)(CO)(P(C₆H₅)3)(((C₆H₅)2PC₆H₃)2OC(CH₃)2)
• CAS NO: 166330-13-8
• Molecular Weight: 972.845
• Mol File: 166330-13-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Rh(H)(CO)(P(C₆H₅)3)(((C₆H₅)2PC₆H₃)2OC(CH₃)2)(CAS DataBase Reference)
• NIST Chemistry Reference: Rh(H)(CO)(P(C₆H₅)3)(((C₆H₅)2PC₆H₃)2OC(CH₃)2)(166330-13-8)
• EPA Substance Registry System: Rh(H)(CO)(P(C₆H₅)3)(((C₆H₅)2PC₆H₃)2OC(CH₃)2)(166330-13-8)

Safety Data

• Hazardous Substances Data: 166330-13-8(Hazardous Substances Data)

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 603-35-0 triphenylphosphine 
• 161265-03-8 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene 

Downstream Products

• 166330-16-1 Rh(H)(⁽¹³⁾CO)2(((C₆H₅)2PC₆H₃)2OC(CH₃)2) 

Relevant articles and documents

Rh-catalyzed C-C bond cleavage by transfer hydroformylation

The dehydroformylation of aldehydes to generate olefins occurs during the biosynthesis of various sterols, including cholesterol in humans. Here, we implement a synthetic version that features the transfer of a formyl group and hydride from an aldehyde substrate to a strained olefin acceptor. A Rhodium(Xantphos)(benzoate) catalyst activates aldehyde carbon-hydrogen (C-H) bonds with high chemoselectivity to trigger carbon-carbon (C-C) bond cleavage and generate olefins at low loadings (0.3 to 2 mole percent) and temperatures (22° to 80°C). This mild protocol can be applied to various natural products and was used to achieve a three-step synthesis of (+)-yohimbenone. A study of the mechanism reveals that the benzoate counterion acts as a proton shuttle to enable transfer hydroformylation.