Substance

ID:335013

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

Names and Identifiers
IUPAC name
{1-[2-(diphenylphosphanyl)naphthalen-1-yl]naphthalen-2-yl}diphenylphosphane
Synonyms
(R)-(+)-BINAP(R)-(+)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine)(R)-(+)-(1,1′-联萘-2,2′-二基)双(二苯膦)(R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene(R)-(+)-2,2′-双(二苯基膦)-1,1′-联萘
IUPAC Traditional name
binap
Registration numbers
MDL Number
PubChem SID
CAS Number
Properties
Product Information
Purity
97%
Linear Formula
[(C6H5)2PC10H6-]2
Optical Purity
ee: 99% (HPLC)
Physical Property
Optical Rotation
[α]19/D +233°, c = 0.3 in toluene
Melting Point
239-241 °C(lit.)
Safety Information
German water hazard class
3
MSDS Link
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Molecule Details
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
Molecular Spectra
No Data Available
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References
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