(+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane


CAS No. : 824395-67-7

(Synonyms: (S,S)-Ph-BPE)

824395-67-7
Price and Availability of CAS No. : 824395-67-7
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Cat. No. : HY-W021016
M.Wt: 506.60
Formula: C34H36P2
Purity: >98 %
Solubility: DMSO : 25 mg/mL (ultrasonic;warming;heat to 60°C)
Introduction of 824395-67-7 :

(+)-1,2-Bis ((2S,5S)-2,5-diphenylphospholano)ethane ((S,S)-Ph-BPE) is a chiral bisphosphine ligand and catalyst. (+)-1,2-Bis ((2S,5S)-2,5-diphenylphospholano)ethane acts as a chiral ligand in rhodium-catalyzed reductive hydroformylation of alkenyl boronic esters, enabling enantiodivergent synthesis of chiral γ-boryl alcohols. (+)-1,2-Bis ((2S,5S)-2,5-diphenylphospholano)ethane forms chiral nickel-phosphine complexes to mediate asymmetric hydrogenation of aliphatic γ- and δ-keto acids; protons promote substrate C=O bond activation and stereoselectivity control via hydrogen bonding. (+)-1,2-Bis ((2S,5S)-2,5-diphenylphospholano)ethane forms a monodentate nickel complex, which serves as the active species for asymmetric hydrogenation of aliphatic keto acids[1][2]. In Vitro:(+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane ((S,S)-Ph-BPE) acts as a chiral ligand in Rh-catalyzed reductive hydroformylation of aryl-substituted alkene 1,2-diboronic esters, enabling formation of chiral 1,3-diols[1].
(+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane induces enantiodivergence in Rh-catalyzed reductive hydroformylation of alkene 1,2-diboronic esters and α-substituted alkenyl boronic esters via energy differences in the enantio-determining olefin insertion transition states, producing chiral products with opposite configurations[1].
(+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane (0.0133-1 mol%; 12-24 h) forms a highly active homogeneous chiral nickel-phosphine complex that catalyzes the asymmetric hydrogenation of aliphatic γ- and δ-ketoacids, including biomass-derived levulinic acid, to produce chiral lactones with up to 98% yield, 99% ee, and a maximum substrate-to-catalyst ratio of 7500[2].

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