(R)-H8-BINAP
(R)-H8-BINAP Basic information
- Product Name:
- (R)-H8-BINAP
- Synonyms:
-
- (R)-H8-BINAP
- (R)-(+)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl(R)-H8-BINAP
- (R)-(+)-2,2μ-Bis(diphenylphospino)-5,5μ,6,6μ,7,7μ,8,8μ-octahydro-1,1μ-binaphthyl, [(1R)-5,5μ,6,6μ,7,7μ,8,8μ-octahydro-[1,1μ-binaphthalene]-2,2μ-diyl]bis[diphenylphosphine]
- (R)-(+)-2,2'-Bis(diphenylphospino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl
- (R)-(+)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl
- (R)-H8-BINAP >=94%
- (R)-(+)-2,2-Bis(diphenylphosphino)-5,5,6,6,7,7,8,8-octahydro-[1,1-binaphthalene]-2,2-diyl]bis[diphenylphosphine]
- (R)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthalene
- CAS:
- 139139-86-9
- MF:
- C44H40P2
- MW:
- 630.74
- Product Categories:
-
- BINAP Series
- Chiral Phosphine
- Mol File:
- 139139-86-9.mol
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(R)-H8-BINAP Chemical Properties
- Melting point:
- 207-208°C
- Boiling point:
- 745.6±60.0 °C(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- Powder
- color
- off-white
- optical activity
- [α]20/D +74°, c = 0.5 in toluene
- CAS DataBase Reference
- 139139-86-9
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(R)-H8-BINAP Usage And Synthesis
Reaction
- Biaryl bisphosphine ligand. The H8-BINAP ligand, as the ruthenium complex, catalyzes hydrogenation of unsaturated carboxylic acids to a higher ee than does BINAP.
- The ruthenium catalyzed hydrogenation of aryl propenoic acid to produce the drug Ibuprofen.
- Rhodium catalyzed asymmetric regioselective 1,4-addition of arylboronic acids to 3-substituted maleimides.
- Ligand for palladium-catalyzed enantioselective hydrogenation of substituted indoles.
- Rhodium-catalyzed enantioselective cyclization of γ-alkynylaldehydes with acyl phosphonates.
- Enantioselective synthesis of axially chiral 1-arylisoquinolines by Rh-catalyzed [2+2+2] cycloaddition.
- Enantioselective synthesis of 2,3-disubstituted indolines through Bronsted acid/Pd-complex-promoted tandem reactions.
- Dehydration triggered asymmetric hydrogenation of 3-(α-hydroxyalkyl)indoles
- Iridium-catalyzed [2+2+2] cycloaddition of α,ω-diynes with arylisocyanates
- Asymmetric hydrogenation of 3-(toluenesulfonamidoalkyl)-indoles
- Asymmetric Rh(I)-catalyzed intramolecular [3+2] cycloaddition of 1-yne-vinylcyclopropanes for bicyclo[3.3.0] compounds with a chiral quaternary carbon stereocenter.
- Enantioselective intermolecular [2+2+2] cycloadditions of ene-allenes with allenoates.
- Rh-catalyzed one-pot intermolecular [2+2+2] trimerization/asymmetric intramolecular [4+2] cycloaddition of two aryl ethynyl ethers and 5-alkynals.
- Rh-catalyzed regio-, diastereo-, and enantioselective [2+2+2] cycloaddition of 1,6-enynes with acrylamides.
Uses
Catalytic ligand used for:
- Enantioselective synthesis of dihydrobenzofurans and dihydronaphthofurans via olefin isomerization/enantioselective intramolecular Alder-ene reaction of enynes catalyzed by Rh
- Preparation of axially chiral biaryl compounds by gold-catalyzed stereoselective intramolecular hydroarylation
- Preparation of chiral 3-alkyl-substituted indolines by tandem condensation-asymmetric hydrogenation of indoles with aldehydes, catalyzed by Bronsted acids and palladium BINAP complexes
- Stereoselective preparation of hydrindanes and decalins containing up to four contiguous stereocenters via rhodium-catalyzed [2+2+2] cycloaddition of ene-allenes with allenes
- Rhodium-catalyzed asymmetric formal olefination or cycloaddition of 1,3-dicarbonyl compounds with 1,6-diynes or 1,6-enynes
- Stereoselective preparation of 2,3-substituted indolines via Pd-catalyzed hydrogenation of (α-hydroxyalkyl)indoles
General Description
The product is a diphenylphosphinobenzoic acid (DPPBA) based ligand for the palladium-catalyzed asymmetric allylic alkylation with a high degree of enantioselectivity.
(R)-H8-BINAPSupplier
J & K SCIENTIFIC LTD.
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- 010-82848833 400-666-7788
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Energy Chemical
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- 021-021-58432009 400-005-6266
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China Langchem Inc.
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- 0086-21-58956006
Tianjin Derchemist Science & Technology Co., Ltd.
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- 22-58627059 13920586291
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Shanghai Jian Chao Chemical Technology Co., Ltd.
- Tel
- 18017383231 18017383231
- lyh_antaeus@163.com
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(R)-H8-BINAP(139139-86-9)Related Product Information
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- (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
- (R)-SEGPHOS
- (R)-(+)-2,2'-Bis(di-i-propylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97%
- (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS
- (R)-DIFLUORPHOS(TM)
- (S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(S)-DTBM-SEGPHOS
- (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
- (R)-(+)-TolBINAP
- R(+)-2 2'-BIS-(DIPHENYLPHOSPHINO)-6 6'-&
- (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
- (S)-(-)-2,2'-BIS[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]-5,5',6,6',7,7',8,8'-OCTAHYDRO-1,1'-BINAPHTHYL
- Dimethylammoniumdichlorotri(mu-chloro)bis[(R)-(+)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl]diruthenate(II)
- (R)-H8-BINAP
- Diacetato[(S)-(-)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthy]ruthenium(II)
- (S)-(-)-2,2'-BIS[BIS(4-METHYLPHENYL)PHOSPHINO]-5,5',6,6',7,7',8,8'-OCTAHYDRO-1,1'-BINAPHTHYL
- (R)-(+)-2,2'-BIS[BIS(3,5-DITRIFLUOROMETHYLPHENYL)PHOSPHINO]-5,5',6,6',7,7',8,8'-OCTAHYDROBINAPHTHYL