(R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene

• Catalog No.: 295817
• CAS Number: 76189-55-4
• M. F.: C44H32P2
• M. W.: 622.672402
• Purity: 97%

SYNONYMS

• Title: (R)-(+)-2,2′-双(二苯基膦)-1,1′-联萘
• IUPAC name: {1-[2-(diphenylphosphanyl)naphthalen-1-yl]naphthalen-2-yl}diphenylphosphane
• IUPAC Traditional name: binap
• Synonyms: (R)-(+)-(1,1′-联萘-2,2′-二基)双(二苯膦); (R)-(+)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine); (R)-(+)-BINAP

DATABASE IDS

• CAS Number: 76189-55-4
• MDL Number: MFCD00010805
• PubChem SID: 24857814

PROPERTIES

• Linear Formula: [(C6H5)2PC10H6-]2
• Optical Purity: ee: 99% (HPLC)
• Purity: 97%
• Melting Point: 239-241 °C(lit.)
• Optical Rotation: [α]19/D +233°, c = 0.3 in toluene
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• German water hazard class: 3

DETAILS

Description (English)

Packaging
1, 5 g in glass bottle
250 mg in glass bottle
Application
Useful ligand for transition metal catalyzed asymmetric reactions, including hydrogenation1 and disilylation.2 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl and its rhodium and ruthenium derivatives are highly selective homogeneous catalysts used for the reduction of aryl ketones,3 β-keto esters,4 and α-amino ketones.5 They have also been used for asymmetric hydrogenation6 and hydroformylation of olefins,7 asymmetric Heck reactions,8 and asymmetric isomerizations of allyls.9,10Complex with Ag(I) used to catalyze an asymmetric aldol reaction between alkenyl trichloroacetates and aldehydes.11 Also used with Ag(I) to catalyze an enantioselective hetero-Diels-Alder reaction of azo compounds.12

Description (简体中文)

包装
1, 5 g in glass bottle
250 mg in glass bottle
Application
过渡金属催化不对称反应（包括氢化1和二甲硅烷基化）的有效配体。22,2′-双(二苯基膦)-1,1′-联萘及其铑和钌衍生物可作为高选择性均相催化剂，用于芳基酮、3β-酮酸酯4和 α-氨基酮的还原反应。5也可用于烯烃的不对称氢化6和氢甲酰化反应、7不对称 Heck 反应8和烯丙基的不对称异构化反应。9,10 其 Ag(I) 络合物可用于催化三氯乙酸链烯酯和醛之间的不对称羟醛反应。11其 Ag(I) 络合物也可用于催化偶氮化合物的不对称非均相 Diels-Alder 反应。12