1233360-91-2

Upstream product

• 1233360-87-6 (R(P),R(P))-1,2-bis{[2-(cyclohexenyl-3-oxy)phenyl](phenyl)phosphino-P-borane}ethane 
• 1333-74-0 hydrogen 
• 131830-91-6 (R_P,R_P)-1,2-bis[(o-anisyl)(phenyl)phosphino-P-borane]ethane 
• 1316041-04-9 (R_P,R_P)-1,2-bis[(o-hydroxyphenyl)(phenyl)phosphino-P-borane]ethane 
• 81964-01-4 (R_P,R_P)-1,2-bis[(o-hydroxyphenyl)(phenyl)phosphino]ethane 
• 55739-58-7 (R_P,R_P)-1,2-bis[(o-anisyl)(phenyl)phosphino]ethane 

Downstream Products

• 1233235-14-7 (R(P),R(P))-1,2-bis[((2-cyclohexyloxy)phenyl)(phenyl)phosphino]ethane 

Relevant academic research and scientific papers

Profiling the tuneable R-SMS-Phos structure in the rhodium(i)-catalyzed hydrogenation of olefins: The last stand?

A diversified family of enantiopure P-stereogenic "R-SMS-Phos" {R-SMS-Phos = 1,2-bis[(o-RO-phenyl)(phenyl)phosphino]ethane} ligands wherein R = branched or heteroatom-substituted alkyl, aralkyl, silyl, acyl, sulfonyl, etc. was screened for the Rh(i)-catalyzed hydrogenation of a representative set of olefinic substrates. This systematic and detailed investigation revealed a marked beneficial impact on enantioselectivity and catalyst activity in comparison to Knowles' ultimate DiPAMP {DiPAMP = 1,2-bis[(o-anisyl)(phenyl) phosphino]ethane} design. Mutant ligands with highly enhanced properties possessing particular features wherein the DiPAMP structure is found embedded were identified. The Royal Society of Chemistry 2011.

Impact on hydrogenation catalytic cycle of the R groups Cyclic feature in "r-SMS-Phos"

A series of R-SMS-Phos ligands was evaluated in the Rh(I)-catalyzed hydrogenation of a set of olefins showing a marked influence of the cyclic nature and structure of the R groups. Overall, cPen- and Cy-SMS-Phos performed efficiently, while Ph- and Bn-SMS-Phos exhibited slower kinetics and furnished lower ees also compared with C6F5CH2-SMS-Phos. The Rh(I)-(Cy-SMS-Phos) catalyst was screened under mild conditions displaying excellent enantioselectivities and high TOFs. Cases of catalysis under catalyst or substrate control were identified.

NEW ORTHO-FUNCTIONALIZED P-CHIRAL ARYLPHOSPHINES AND DERIVATIVES: THEIR PREPARATION AND USE IN ASYMMETRIC CATALYSIS

The invention relates to novel organo phosphorus P-chiral optically active compounds of formula (I) having a hydroxyl, mercapto, amino, carboxyl, sulfonyl group on aryl near a phosphorus atom, to the preparation and the use thereof in then asymmetrical catalysis of unsaturated compounds. Novel acylphosphine optically pure ligands embodied in the form of transition metal complexes exhibit an increased activity and enantloselectivity, in particular in asymmetrical hydrogenation, in comparison with the same type Uganda such as DiPAMP.