76189-56-5
Chemical Structure
(S)-BINAP
- CAS No.: 76189-56-5
- Formula:C44H32P2
- Molecular Weight:622.67
IUPAC Name: (S)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthalene
InChIKey: MUALRAIOVNYAIW-UHFFFAOYSA-N
SMILES: C1(C=CC=C2)=C2[C@@]([C@@]3=C(C=CC=C4)C4=CC=C3P(C5=CC=CC=C5)C6=CC=CC=C6)=C(P(C7=CC=CC=C7)C8=CC=CC=C8)C=C1
Biological Activity: (S)-BINAP is an isomer of (R)-BINAP (HY-W017757), as well as a chiral chelating diphosphine ligand and enantioselective catalyst precursor. (S)-BINAP acts as a bidentate ligand, transferring chiral information via its binaphthyl backbone to achieve stereodiscrimination of substrates. (S)-BINAP is used for the enantioselective hydrogenation of prochiral carboxylic acids, N-acyltetrahydroisoquinolines, allylic alcohols, functionalized ketones, cyclic anhydrides, and styrenes[1][2].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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(S)-BINAP | 99.71% | (S)-BINAP is an isomer of (R)-BINAP (HY-W017757), as well as a chiral chelating diphosphine ligand and enantioselective catalyst precursor. (S)-BINAP acts as a bidentate ligand, transferring chiral information via its binaphthyl backbone to achieve stereodiscrimination of substrates. (S)-BINAP is used for the enantioselective hydrogenation of prochiral carboxylic acids, N-acyltetrahydroisoquinolines, allylic alcohols, functionalized ketones, cyclic anhydrides, and styrenes. | ||||||||||||||||||||
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- [1]. Noyori R. BINAP: an efficient chiral element for asymmetric catalysis. Accounts of Chemical Research, 1990, 23(10): 345-350.
- [2]. Mashima K, et al. Cationic BINAP-Ru(II) Halide Complexes: Highly Efficient Catalysts for Stereoselective Asymmetric Hydrogenation of α- and β-Functionalized Ketones. Journal of Organic Chemistry, 1994, 59(11): 3064-3076.
Keywords