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(S)-BINAP(O)

Formula:                                   (C₆H₅)₂PC₁₀H₆C₁₀H₆P(O)(C₆H₅)₂ = C₄₄H₃₂OP₂

Molecular Weight:                    638.7

CAS Registry Number: [183244-55-5]

CA Index Name:                      Phosphine oxide, [(1S)-2’-(diphenylphosphino)[1,1’-binaphthalen]-2-yl]diphenyl-

Other Names:                           (S)-2,2’-Bis(diphenylphosphino)-1,1’-binaphthyl mono-oxide

                                                (S)-2,2’-Bis(diphenylphosphino)-1,1’-binaphthyl monooxide

                                                (S)-2,2’-Bis(diphenylphosphino)-1,1’-binaphthyl monoxide

                                                (S)-2-(Diphenylphosphino)-2’-(diphenylphosphinyl)-1,1’- binaphthyl

Abbreviated Names:                 (S)-BINAP(O); (S)-BINPO; (S)-BINAP monoxide

Air- and moisture-stable white crystalline solid. 

Uses: Ligand for asymmetric catalysis and building block for asymmetric synthesis.

1. Asymmetric Diels-Alder reactions, catalyzed by (S)-BINAP(O) Ru and Os Lewis acids: J. Am. Chem. Soc. 2001, 123, 2525 and Organometallics 2001, 20, 697.

2. Asymmetric catalysis of hydrosilylation: Tetrahedron: Asymmetry 1998, 9, 391.

3. Synthesis of other chiral ligands: J. Org. Chem. 2001, 66, 8854.