(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL

Reaction

1. Useful ligand for palladium-catalyzed carbon-oxygen bond formation.
2. Ligand for palladium-catalyzed α-arylation of ketones.
3. Ligand for Cu-catalyzed asymmetric conjugate reduction.
4. Ligand for Cu-catalyzed asymmetric dienolate addition to aldehydes.
5. Enantioselective conjugate reduction of lactones and lactams.
6. Ligand used in the enantioselective cycloaddition of allenylsilanes with α-Imino esters.
7. Catalytic Aldol reaction to ketones.
8. Ligand with rhodium catalyses [2+2+2] cycloaddition reaction of alkenes and alkynes.
9. Ligand used in the iridium-catalyzed enantioselective C-H bond activation of 2-(alkylamino)-pyridine with alkenes.
10. Iridium-catalyzed regio-, diastereo-, and enantioselective tert-(hydroxyl)-prenylation of alcohols.
11. Rhodium-catalyzed cross cyclotrimerization.

Chemical Properties

White powder

Uses

(S)-T-BINAP reacts with silver nitrate to form (S)-Tol-BINAP·AgNO₃, which can catalyze the enantioselective allylation reaction of aldehydes to form enantiopure secondary alcohols. It may be used as a chiral ligand in the palladium catalyzed asymmetric double carbohydroamination of iodoarenes to form α-aminoamides. It can also catalyze the asymmetric N-allylation reaction of ortho-tert-butylanilide derivatives with diallyl carbonate to form chiral N-allyl ortho-tert-butylanilides.

Uses

(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl is chiral ligand widely used in asymmetric synthesis. It also used as excellent catalysts for asymmetric hydrogenation of alkenes and some cyclic anhydrides. BINAP is used in organic synthesis for enantioselective transformations catalyzed by its complexes of ruthenium, rhodium, and palladium