A New Route to Chiral Bis-tertiary Phosphine Ligands: Synthesis, Resolution, and Crystal Structure of trans-Bis-1,2-(diphenylphosphino)cyclopentane and the Nickel Adduct NiBr2

Article abstract of DOI:10.1039/c39830000895

Heating of white phosphorus, phosphorus trichloride, and cyclopentene at 220 deg C gives trans-1,2-bis(dichlorophosphino)cyclopentane (1), which with phenylmagnesium bromide gives trans-1,2-bis(diphenylphosphino)cyclopentane (dpcp) (2); compound (2) forms the adduct Ni(dpcp)Br2*CH2Cl2, which readily crystallises as a conglomerate and the pure enantiomers may be separated by hand allowing resolution of (2), and catalytic hydrogenation of methyl(N-benzoyl)dehydrophenylalanine using resolved (2) and a rhodium catalyst gave a hydrogenated product of 100percent optical purity.

Full text of DOI:10.1039/c39830000895

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