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(R)-BINAPHANE_Molecular_structure_CAS_253311-88-5)
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(R)-BINAPHANE

Catalog No. 650854 Name Sigma Aldrich
CAS Number 253311-88-5 Website http://www.sigmaaldrich.com
M. F. C50H36P2 Telephone 1-800-521-8956
M. W. 698.768362 Fax
Purity Email
Storage Chembase ID: 135809

SYNONYMS

Title
(R)-联萘
IUPAC name
13-(2-{13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(23),2,4,6,8,10,15,17,19,21-decaen-13-yl}phenyl)-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2,4,6,8,10,16,18,20,22-decaene
IUPAC Traditional name
13-(2-{13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(23),2,4,6,8,10,15,17,19,21-decaen-13-yl}phenyl)-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2,4,6,8,10,16,18,20,22-decaene
Synonyms
(R,R)-1,2-二[(R)-4,5-二氢-3H-联萘并(1,2-c:2′,1′-e)磷杂庚英并]苯
(R,R)-1,2-Bis[(R)-4,5-dihydro-3H-binaphtho(1,2-c:2′,1′-e)phosphepino]benzene

DATABASE IDS

MDL Number MFCD06658114
CAS Number 253311-88-5
PubChem SID 24883783

PROPERTIES

Empirical Formula (Hill Notation) C50H36P2
Melting Point >200 °C (dec.)
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
German water hazard class 3

DETAILS

Description (English)
Application
(R)-Binaphane shows excellent enantioselectivity (up to >99% ee) for hydrogenation of E/Z-isomeric mixtures of β-substituted arylenamides.6
Chiral Quest Phosphine Ligands for Asymmetric HydrogenationCatalyst involved in:
• Enantioselective anilinosulfonamide allyl alcohol cyclization1
• Synthesis of β-trifluoromethyl α-amino acids2
• Phosphine-catalyzed cycloadditions of aldehydes and ketoketenes3
• Dimerization of ketoketenes4
• Enantioselective carbonyl-ene reactions via palladium and platinum derivatives5
Description (简体中文)
Application
(R)-联萘具有优异的对映选择性(光学纯度高达 99% 以上),用于氢化 β-取代芳基烯酰胺的 E/Z-同分异构混合物。6
Chiral Quest Phosphine Ligands for Asymmetric HydrogenationCatalyst involved in:
• Enantioselective anilinosulfonamide allyl alcohol cyclization1
• Synthesis of β-trifluoromethyl α-amino acids2
• Phosphine-catalyzed cycloadditions of aldehydes and ketoketenes3
• Dimerization of ketoketenes4
• Enantioselective carbonyl-ene reactions via palladium and platinum derivatives5

REFERENCES