Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. In an article, author is Arthurs, Ross A., once mentioned the application of 791-28-6, Name is Triphenylphosphine oxide, molecular formula is C18H15OP, molecular weight is 278.2849, MDL number is MFCD00002080, category is chiral-phosphine-ligands. Now introduce a scientific discovery about this category, Category: chiral-phosphine-ligands.
Stereoselective and Stereospecific Reactions of Cobalt Sandwich Complexes: Synthesis of a New Class of Single Enantiomer Bulky Planar Chiral P-N and P-P Ligands
Starting from ((5)-acetylcyclopentadienyl)((4)-tetraphenylcyclobutadiene)cobalt(I), highly enantioselective (99% ee) (S)-CBS catalysed ketone reduction followed by stereospecific alcohol-azide exchange, azide reduction and dimethyllation gave (R)-((5)–N,N-dimethylaminoethylcyclopentadienyl)((4)-tetraphenylcyclobutadiene) cobalt(I) (Arthurs’ amine). This underwent highly diastereoselective cyclopalladation to give di–acetate-bis-(R)-[((5)-(S-p)-2-(-N,N-dimethylaminoethyl)cyclopentadienyl, 1-C, N)((4)-tetraphenylcyclobutadiene)cobalt(I)]dipalladium, and highly diastereoselective lithiation to give (R)-((5)-(S-p)-1-(-N,N-dimethylaminoethyl)-2-(diphenylphosphino)cyclopentadienyl)((4)-tetraphenylcyclobutadiene)cobalt(I) (PPCA) following the addition as electrophile of chlorodiphenylphosphine. This PN-ligand was converted into (R)-((5)-(S-p)-1-(-dicyclohexylphosphinoethyl)-2-(diphenylphosphino)cyclopentadienyl)((4)-tetraphenylcyclobutadiene)cobalt(I), a PP-ligand (Rossiphos), by stereospecific amine-phosphine exchange using HPCy2. These air-stable P-N and P-P complexes are the first examples of a new class of bulky planar chiral ligands for application in asymmetric catalysis.
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Reference:
Phosphine ligand,
,Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate