Abstract
[224618-29-5] C11H26P2 (220.27) InChI = 1S/C11H26P2/c1-10(2,3)12(7)9-13(8)11(4,5)6/h9H2,1-8H3/t12-,13-/m0/s1 InChIKey = YJGHIDMONLDCCH-STQMWFEESA-N (a chiral ligand for transition metal-catalyzed asymmetric reactions) Alternate Name: MiniPHOS. Physical Data: colorless oil. Solubility: soluble most organic solvents. Preparative Methods: phosphorus trichloride is allowed to react sequentially with alkylmagnesium chloride, methylmagnesium bromide, and BH3–THF complex in THF to give alkyldimethylphosphine-borane. The phosphine-borane so obtained is enantioselectively deprotonated by sec-BuLi in the presence of (−)-sparteine in Et2O at −78 to −50°C, followed by treatment with alkyldichlorophosphine, methylmagnesium bromide, and BH3-THF complex to give a MiniPHOS-borane complex as a diastereomixture. After removal of the meso-isomer by silica gel chromatography, the enantiomerically pure product is obtained by recrystallization from methanol or ethanol. The boranato group is removed by reaction with trifluoromethanesulfonic acid in toluene, followed by treatment with aqueous KOH to give the desired diphosphine 1 (eq 1). (1) Purification: filtered through Al2O3 with Et2O elution under N2 or Ar atmosphere. Handling, Storage, and Precautions: stench. Undergoes oxidation to the phosphine oxide on standing in air. Usually prepared before use by deboranation of the air stable phosphine-borane.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
