130164-89-5Relevant academic research and scientific papers
New perfluoroalkylated BINAP usable as a ligand in homogeneous and supercritical carbon dioxide asymmetric hydrogenation
Berthod, Mikael,Mignani, Gerard,Lemaire, Marc
, p. 1121 - 1126 (2004)
New (R)- or (S)-4,4′- and 5,5′- perfluoroalkylated BINAP have been synthesized in four steps from enantiomerically pure BINAP. These new ligands were used in the homogeneous asymmetric hydrogenation of ethyl acetoacetate in ethanol and in the asymmetric hydrogenation of methyl-2-acetamidoacrylate in supercritical carbon dioxide. In the supercritical media, the addition and nature of a co-solvent have been discussed. Very good conversion and selectivity were obtained in each case.
Enantioresolution of 2,2′-Bis(diphenylphosphino)-1,1′- binaphthyl oxide using inclusion complex with chiral 2,2′-dihydroxy-1, 1′-binaphtyl
Hatano, Bunpei,Hashimoto, Kazuyuki,Katagiri, Hiroshi,Kijima, Tatsuro,Murakami, Satoshi,Matsuba, Shigeru,Kusakari, Miho
, p. 3595 - 3597 (2012)
An enantioresolution of 2,2′-bis(diphenylphosphino)-1,1′- binaphthyl oxide (BINAPO) into its enantiomers was achieved using the inclusion complex with a commerciallyavailable chiral 2,2′-dihydroxy-1,1′- binaphthyl ((R)-BINOL), giving the two enantiomers w
NIR and CT luminescence spectra of [Yb(TFN)(S-BINAPO)] and [Yb(HFA)(S-BINAPO)] complexes
Subhan, Md. Abdus,Nakata, Hiroyasu
, p. 37 - 40 (2014)
The complexes [Yb(TFN)3(S-BINAPO)](TFN = 4,4,4-trifluoro-1(2- napthyl)-1,3-butanedione) (complex 1) and [Yb(HFA)3(S-BINAPO)](HFA = hexafluoroacetylacetonate) (complex 2) were synthesized, characterized. The absorption as well as PL s
Asymmetric C-C bond-formation reaction with Pd: How to favor heterogeneous or homogeneous catalysis?
Reimann, Sven,Grunwaldt, Jan-Dierk,Mallat, Tamas,Baiker, Alfons
, p. 9658 - 9668 (2010)
The enantioselective allylic alkylation of (E)-1,3-diphenylallyl acetate was studied to clarify the heterogeneous or homogeneous character of the Pd/Al2O3-(R)-BINAP catalyst system. A combined approach was applied: the catalytic test
Circularly polarized luminescence of Sm (III) and Eu (III) complexes with chiral ligand (R/S)-BINAPO
Cotter, Daniel,Dodder, Spencer,Klimkowski, Valentine J.,Hopkins, Todd A.
, p. 301 - 311 (2019)
Luminescent lanthanide (III) ions have been exploited for circularly polarized luminescence (CPL) for decades. However, very few of these studies have involved chiral samarium (III) complexes. Complexes are prepared by mixing axial chiral ligands (R/S))-2
4,4′- and 5,5′-functionalized (S)- and (R)-2,2′- bis(diphenylphosphanyl)-1,1′-binaphthyl oxide derivatives
Lestari, Witri Wahyu,Zaake-Hertling, Haldor,Loennecke, Peter,Hey-Hawkins, Evamarie
, p. 2589 - 2596 (2013)
A series of 4, 4′- and 5, 5′-functionalized (S)- and (R)-2, 2′-bis(diphenylphosphanyl)-1, 1′-binaphthyl oxide (BINAPO) derivatives were prepared by Suzuki-Miyaura coupling from 4, 4′- and 5, 5′-dibromo-BINAPO and the corresponding boronic acid, RB(OH)sub
The preparation of bi-functional organophosphine oxides as potential antitumor agents
Lam, Kim-Hung,Chui, Chung-Hin,Gambari, Roberto,Wong, Raymond Siu-Ming,Cheng, Gregory Yin-Ming,Lau, Fung-Yi,Lai, Paul Bo-San,Tong, See-Wai,Chan, Kit-Wah,Wong, Wai-Yeung,Chan, Albert Sun-Chi,Tang, Johnny Cheuk-On
, p. 5527 - 5530 (2010)
Following our previously reported pyridinyl phosphine oxides as antitumor agents, we targeted the commercially available C2-axial chiral organophosphine ligand catalysts, such as 2,2′-bis(diphenylphosphino)-1, 1′-binaphthyl (BINAP) 1 and 2,2′,6
Synthesis and characterization of 4- and 4,4′-phosphorylated 2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyls
Kant, Michael,Bischoff, Stefan,Siefken, Rolf,Gruendemann, Egon,Koeckritz, Angela
, p. 477 - 481 (2001)
A convenient reaction sequence has been established to obtain selectively the mono- or bisphosphorylated BINAP derivatives 6-9. The structure of the new compounds was confirmed by NMR spectroscopy. The sodium salts of the phosphonic acid derivatives 8 and
Sequential Catalysis of Phosphine Oxide for Stereoselective Synthesis of Stereopentads
Kotani, Shunsuke,Kai, Kosuke,Sugiura, Masaharu,Nakajima, Makoto
, p. 3672 - 3675 (2017)
An efficient method for accessing enantiomerically pure stereopentads via a catalytic asymmetric sequential aldol reaction has been developed for the first time. The enantioselective sequential aldol reaction produces a wide range of chiral stereopentad precursors in good yields with excellent enantioselectivities. The key to success is the use of the sequential catalytic system involving a chiral phosphine oxide catalyst and trichlorosilyl triflate.
4,4′ and 5,5′-DiamBINAP as a hydrosoluble chiral ligand: Syntheses and use in Ru(II) asymmetric biphasic catalytic hydrogenation
Berthod, Mikael,Saluzzo, Christine,Mignani, Gerard,Lemaire, Marc
, p. 639 - 645 (2004)
4,4′ and 5,5′-DiaminomethylBINAP were prepared in five steps from enantiomerically pure BINAP. Their synthesis involves, as key steps, the regioselective bromination of BINAP and the chemoselective efficient reduction of a dicyano, diphosphine oxide into the corresponding dicyano, diphosphine by a mixture of HSiCl3/PhSiH3. The ruthenium complexes of these new ligands were tested for the homogeneous and water/organic solvent biphasic asymmetric hydrogenation of β-ketoesters leading to 100% conversion with an enantiomeric excess greater than 97% in water. Catalysts can be recycled several times by extraction of the product with pentane.
