• Thumbnail for BINAP
    BINAP (2,2′-bis(diphenylphosphino)-1,1′-binaphthyl) is an organophosphorus compound. This chiral diphosphine ligand is widely used in asymmetric synthesis...
    8 KB (583 words) - 14:55, 28 November 2023
  • Thumbnail for Axial chirality
    steric hindrance of the groups, as in substituted biaryl compounds such as BINAP, or by torsional stiffness of the bonds, as in the C=C double bonds in allenes...
    7 KB (768 words) - 18:47, 30 May 2023
  • the BINAP-Ru-diamine system. The dihalide form of the catalyst is converted to the catalysts by reaction of H2 in the presence of base: RuCl2(BINAP)(diamine)...
    64 KB (6,355 words) - 10:03, 21 August 2024
  • backbone. BINAP chelates onto a metal (usually a late transition metal) to form a C2-symmetric complex. As shown below in the structure of an (R)-BINAP ruthenium...
    44 KB (5,017 words) - 06:20, 11 November 2023
  • dextrorotary one. BINOL is a precursor for another chiral ligand called BINAP. The volumetric mass density of the two enantiomers is 0.62 g cm−3.[citation...
    9 KB (753 words) - 22:34, 5 August 2024
  • Thumbnail for Atropisomer
    chirality). When the barrier to racemization is high, as illustrated by the BINAP ligands, the phenomenon becomes of practical value in asymmetric synthesis...
    17 KB (1,902 words) - 21:10, 10 May 2024
  • Thumbnail for Diphenylphosphine
    phosphine ligands such as 1,2-bis(diphenylphosphino)ethane (Ph2PC2H4PPh2) and BINAP. via its bistriflate derivatives. Both the (R)- and (S)-enantiomers, as...
    5 KB (398 words) - 00:52, 30 June 2024
  • Thumbnail for Ryōji Noyori
    particularly those based on the BINAP ligand. Asymmetric hydrogenation of an alkene in the presence of ((S)-BINAP)Ru(OAc)2 is used for the commercial...
    12 KB (966 words) - 09:08, 13 September 2024
  • Thumbnail for Geraniol
    Noyori, Ryoji (1995). "Asymmetric Hydrogenation of Allylic Alcohols Using BINAP–Ruthenium Complexes: (S)-(−)-citronellol". Organic Syntheses. 72: 74. doi:10...
    10 KB (913 words) - 09:32, 14 March 2024
  • Thumbnail for Menthol
    myrcene, which undergoes asymmetric isomerisation in the presence of a BINAP rhodium complex to give (after hydrolysis) enantiomerically pure R-citronellal...
    31 KB (2,865 words) - 19:00, 14 August 2024
  • Thumbnail for Rhodium
    used to reduce benzene to cyclohexane. The complex of a rhodium ion with BINAP is a widely used chiral catalyst for chiral synthesis, as in the synthesis...
    31 KB (3,682 words) - 11:00, 25 August 2024
  • Thumbnail for Dynamic kinetic resolution in asymmetric synthesis
    basic conditions. To select for one of the four possible stereoisomers, a BINAP-Ru catalyst is used to control the outcome of the reaction through the steric...
    13 KB (1,466 words) - 19:47, 20 April 2024
  • Ru(BINAP) catalyst. The configuration of the new stereocenter is predictable using the stereochemical model developed for hydrogenations employing BINAP...
    12 KB (1,406 words) - 20:37, 22 July 2024
  • catalysts are often chelated complexes. A representative example is the use of BINAP (a bidentate phosphine) in Noyori asymmetric hydrogenation and asymmetric...
    25 KB (2,840 words) - 10:47, 2 September 2024
  • allylic alcohols by asymmetric hydrogenation of the olefin. Utilizing the Ru[BINAP] complex, selective hydrogenation can give high ee's of the unsaturated...
    57 KB (6,914 words) - 13:54, 30 July 2024
  • of ketones was demonstrated with ruthenium-based complexes of BINAP. Even though the BINAP-Ru dihalide catalyst could reduce functionalized ketones, the...
    13 KB (1,292 words) - 14:45, 29 February 2024
  • Thumbnail for Catalysis
    synthesized efficiently from hydroxyacetone by using catalysts based on BINAP-ruthenium complexes, in Noyori asymmetric hydrogenation: One of the most...
    46 KB (5,233 words) - 16:09, 10 September 2024
  • be obtained by asymmetric hydrogenation of tiglic acid using a ruthenium-BINAP catalyst. The compound and its enantiomers react as typical carboxylic acids:...
    9 KB (776 words) - 22:16, 31 May 2023
  • Thumbnail for Copper(II) chloride
    to 1,1-binaphthol: Such compounds are intermediates in the synthesis of BINAP and its derivatives. Copper(II) chloride dihydrate promotes the hydrolysis...
    29 KB (2,701 words) - 05:07, 6 September 2024
  • Thumbnail for Biphenyl
    optically stable. Some derivatives, as well as related molecules such as BINAP, find application as ligands in asymmetric synthesis. In the case of unsubstituted...
    14 KB (1,362 words) - 13:25, 3 September 2024
  • Thumbnail for Trifluoromethanesulfonic anhydride
    (1999). "(R)-(+)- and (S)-(−)-2,2'-Bis(Diphenylphosphino)-1,1'-Binaphthyl (BINAP)". Organic Syntheses. 76: 6. doi:10.15227/orgsyn.076.0006. Dell'Amico, Daniela...
    5 KB (466 words) - 15:47, 17 June 2023
  • palladium(II) acetate. Typical supporting ligands are triphenylphosphine, PHOX, and BINAP. Typical bases are triethylamine, potassium carbonate, and sodium acetate...
    13 KB (1,355 words) - 19:29, 15 December 2023
  • Thumbnail for Enantioselective synthesis
    example, Noyori asymmetric hydrogenation with BINAP/Ru requires a β-ketone, although another catalyst, BINAP/diamine-Ru, widens the scope to α,β-alkenes...
    41 KB (4,726 words) - 05:21, 27 May 2024
  • Thumbnail for Cyclopentyl methyl ether
    Kiyomi (October 22, 2005). "Facile Preparation of a New BINAP-Based Building Block, 5,5'-DiiodoBINAP, and Its Synthetic Application". The Journal of Organic...
    11 KB (1,092 words) - 15:51, 5 August 2024
  • Thumbnail for Bisnumati River
    tributaries of this river are Sapanatirtha Khola, Sangle Khola, Lhora Khola, and Binap Falls. Bisnap[clarification needed] fall locates at the Shivapuri National...
    3 KB (297 words) - 13:05, 9 August 2024
  • yields and excellent enantioselectivities using Cu-Al hydrotalcite and BINAP has opened up a new perspective. Innovative design of catalysts for the...
    11 KB (1,172 words) - 05:31, 25 July 2022
  • palladium The ligand L in the catalyst can be triphenylphosphine, dppe, BINAP, chiraphos or XPhos. Palladium catalysts in general have higher chemical...
    34 KB (3,954 words) - 20:12, 15 June 2024
  • Thumbnail for SEGPHOS
    Corporation that is used in asymmetric synthesis. It was developed after BINAP and was investigated since it has a narrower dihedral angle between the...
    4 KB (234 words) - 08:41, 13 November 2023
  • Thumbnail for Metal–organic framework
    zirconium phosphonate-derived Ru-BINAP systems. Zirconium phosphonate-based chiral porous hybrid materials containing the Ru(BINAP)(diamine)Cl2 precatalysts...
    178 KB (21,470 words) - 05:02, 28 August 2024
  • Thumbnail for P-Chiral phosphine
    phosphines are C2-symmetric diphosphines. Famous examples are DIPAMP and BINAP. These chelating ligands support catalysts used in asymmetric hydrogenation...
    2 KB (218 words) - 18:39, 18 July 2023