(R)-H8-BINAP

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CAS:139139-86-9
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CAS:139139-86-9
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Products Intro: Product Name:(R)-2,2'-Bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl;(R)-H8-Binap
CAS:139139-86-9
Purity:98%+ Package:10g;|50g;|100g
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Products Intro: Product Name:(R)-H8-BINAP
CAS:139139-86-9

(R)-H8-BINAP manufacturers

  • (R)-H8-BINAP
  • (R)-H8-BINAP pictures
  • $15.00 / 1KG
  • 2021-07-02
  • CAS:139139-86-9
  • Min. Order: 1KG
  • Purity: 99%+ HPLC
  • Supply Ability: Monthly supply of 1 ton
  • (R)-H8-BINAP
  • (R)-H8-BINAP pictures
  • $1.00 / 1KG
  • 2019-08-09
  • CAS:139139-86-9
  • Min. Order: 1KG
  • Purity: 98%
  • Supply Ability: 1kg,5kg,100kg
(R)-H8-BINAP Basic information
Reaction
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
EINECS:
Product Categories:BINAP Series;Chiral Phosphine
Mol File:139139-86-9.mol
(R)-H8-BINAP Structure
(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 Reference139139-86-9
Safety Information
Hazard Codes Xi
Risk Statements 36/38
Safety Statements 26
WGK Germany 3
MSDS Information
(R)-H8-BINAP Usage And Synthesis
Reaction
  1. Biaryl bisphosphine ligand. The H8-BINAP ligand, as the ruthenium complex, catalyzes hydrogenation of unsaturated carboxylic acids to a higher ee than does BINAP.
  2. The ruthenium catalyzed hydrogenation of aryl propenoic acid to produce the drug Ibuprofen.
  3. Rhodium catalyzed asymmetric regioselective 1,4-addition of arylboronic acids to 3-substituted maleimides.
  4. Ligand for palladium-catalyzed enantioselective hydrogenation of substituted indoles.
  5. Rhodium-catalyzed enantioselective cyclization of γ-alkynylaldehydes with acyl phosphonates.
  6. Enantioselective synthesis of axially chiral 1-arylisoquinolines by Rh-catalyzed [2+2+2] cycloaddition.
  7. Enantioselective synthesis of 2,3-disubstituted indolines through Bronsted acid/Pd-complex-promoted tandem reactions.
  8. Dehydration triggered asymmetric hydrogenation of 3-(α-hydroxyalkyl)indoles
  9. Iridium-catalyzed [2+2+2] cycloaddition of α,ω-diynes with arylisocyanates
  10. Asymmetric hydrogenation of 3-(toluenesulfonamidoalkyl)-indoles
  11. Asymmetric Rh(I)-catalyzed intramolecular [3+2] cycloaddition of 1-yne-vinylcyclopropanes for bicyclo[3.3.0] compounds with a chiral quaternary carbon stereocenter.
  12. Enantioselective intermolecular [2+2+2] cycloadditions of ene-allenes with allenoates.
  13. Rh-catalyzed one-pot intermolecular [2+2+2] trimerization/asymmetric intramolecular [4+2] cycloaddition of two aryl ethynyl ethers and 5-alkynals.
  14. Rh-catalyzed regio-, diastereo-, and enantioselective [2+2+2] cycloaddition of 1,6-enynes with acrylamides.
Reactions of 139139-86-9_1
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UsesCatalytic 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 DescriptionThe product is a diphenylphosphinobenzoic acid (DPPBA) based ligand for the palladium-catalyzed asymmetric allylic alkylation with a high degree of enantioselectivity.
(R)-H8-BINAP Preparation Products And Raw materials
Tag:(R)-H8-BINAP(139139-86-9) Related Product Information
(R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxypheny (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl (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