Category: 126613-06-7

Uozumi, Yasuhiro published the artcile(R)-2-diphenylphosphino-2′-methoxy-1,1′-binaphthyl, Quality Control of 126613-06-7, the publication is Organic Syntheses (2002), 1-13, database is CAplus.

The preparation of title compound is described in details, starting from (R)-(+)-1,1′-bi-2-naphthol. (R)-1,1′-binaphthalene-2,2′-ditriflate was coupled with diphenylphosphine oxide under Pd(OAc)₂-dppb catalysis affording (R)-2-diphenylphosphinyl-2′-trfluoromethanesulfonyloxy-1,1′-binaphthalene, then after hydrolysis the MeI etherification gave (R)-2-diphenylphosphinyl-2′-methoxy-1,1′-binaphthalene, which was reduced to the title compound by HSiCl₃.

Organic Syntheses published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C12H14BNO2, Quality Control of 126613-06-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Guan, Xiao-Yang published the artcileChiral sterically congested phosphane-amide bifunctional organocatalysts in asymmetric aza-Morita-Baylis-Hillman reactions of N-sulfonated imines with methyl and ethyl vinyl ketones, Recommanded Product: (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), the publication is European Journal of Organic Chemistry (2008), 2150-2155, database is CAplus.

A series of chiral sterically congested phosphane-amide bifunctional Lewis bases have been prepared and their use in asym. aza-Morita-Baylis-Hillman (aza-MBH) reactions of N-sulfonated imines with activated olefins such as Me and Et vinyl ketone has been investigated under mild conditions. The aza-MBH adducts can be obtained in good-to-excellent yields (≤ 98%) and moderate-to-good enantioselectivities (≤ 91 or 93% ee) in dichloromethane at 20° C.

European Journal of Organic Chemistry published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C22H12F6O6S2, Recommanded Product: (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate).

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Jahjah, Mohamad published the artcileAsymmetric hydrogenation of aromatic ketones with new P-chirogenic monophosphine ligands, Product Details of C22H12F6O6S2, the publication is Tetrahedron: Asymmetry (2007), 18(10), 1224-1232, database is CAplus.

Novel P-chirogenic anisylphenyl-HMOP derivatives were synthesized from (R)-2,2′-bis(trifluoromethanesulfonyloxy)-1,1′-binaphthyl. Preliminary results concerning the asym. hydrogenation of acetophenone and 3,5-bis(trifluoromethyl)acetophenone with Ru(II)-HMOP complexes in combination with various diamines was also tackled. (R)-((R)-1,1′-binaphthalen-2-yl)(2-methoxyphenyl)(phenyl)phosphine, bis[(η⁶-benzene)dichlororuthenium], and 1,4-diaminobutane gave the best results with acetophenone, i.e. 61 %ee for 100 % conversion.

Tetrahedron: Asymmetry published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C22H12F6O6S2, Product Details of C22H12F6O6S2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Alame, M. published the artcile2,2′-Bis-[bis(4-substituted-phenyl)phosphino]-1,1′-binaphthyl derivatives in Rh(I)-catalyzed hydrogenation of acetamidoacrylic acid derivatives: Electronic effects, Product Details of C22H12F6O6S2, the publication is Journal of Molecular Catalysis A: Chemical (2007), 271(1-2), 18-24, database is CAplus.

Electronic effects of electron-donating and electron-withdrawing substituents at the para position of the Ph moieties of BINAP ligands were studied towards asym. hydrogenation of α-(acylamino)acrylic acids. Enantiomeric excesses varied as a linear relationship towards Hammett coefficients σ_p of electron-donating groups between 0 and -0.63.

Journal of Molecular Catalysis A: Chemical published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C22H12F6O6S2, Product Details of C22H12F6O6S2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Suzuki, Takanori published the artcileMulti-Input/Multi-Output Molecular Response System Based on the Dynamic Redox Behavior of 3,3,4,4-Tetraaryldihydro[5]helicene Derivatives: Reversible Formation/Destruction of Chiral Fluorophore and Modulation of Chiroptical Properties by Solvent Polarity, HPLC of Formula: 126613-06-7, the publication is Chemistry – A European Journal (2009), 15(37), 9434-9441, S9434/1-S9434/20, database is CAplus and MEDLINE.

3,3,4,4-Tetaaryldihydro[5]helicenes (1, I; R = OC_nH_2n+1) and 1,1′-binaphthyl-2,2′-diylbis(diarylcarbenium)s (2²⁺, II) can be reversibly interconverted upon electron transfer, which is accompanied by a vivid color change (electrochromism) as well as by the formation/cleavage of a C-C bond (“dynamic redox behavior”). Because only the neutral donor 1 exhibits strong fluorescence, electrochem. input can further modify the fluorescent properties of the pair. Due to the configurational stability of the helicity in 1 and axial chirality in 2²⁺, the redox reaction of optically pure material proceeds stereospecifically, which induces a chiroptical change such as CD as an addnl. output. The CD spectra of dications 2²⁺ exhibit solvent dependency (chiro-solvatochromism), which is accompanied by solvatochromic behavior based on the π-π interaction of the two cationic chromophores as well as coordinative interaction of the Lewis basic solvent to the Lewis acidic triarylcarbenium moieties. Thus, the present system is endowed with multi-input functionality for modifying multiple output signals.

Chemistry – A European Journal published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C4H3Cl2N3, HPLC of Formula: 126613-06-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Aitken, R. Alan published the artcileThe X-ray Structures of (R)-2,2′-Dimethyl-1,1′-binaphthyl and (±)-2-Bromomethyl-2′-dibromomethyl-1,1′-binaphthyl, Related Products of esters-buliding-blocks, the publication is Journal of Chemical Crystallography (2021), 51(4), 497-504, database is CAplus.

Mol. structures of (R)-2,2′-dimethyl-1,1′-binaphthyl, I [monoclinic, a = 11.24420 (11), b = 10.56190 (9), c = 13.27180 (13) Å, β = 90.7041 (9)°, space group P21] and (±)-2-bromomethyl-2′-dibromomethyl-1,1′-binaphthyl II [triclinic, a = 9.4637 (14), b = 9.9721 (18), c = 9.9922 (19) Å, α = 100.093 (5), β = 97.141 (5), γ = 92.585 (4)°, space group P^-1] was reported.

Journal of Chemical Crystallography published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C22H12F6O6S2, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Konishi, Hideyuki published the artcilePractical synthesis of axially chiral dicarboxylates via Pd-catalyzed external-CO-free carbonylation, COA of Formula: C22H12F6O6S2, the publication is Chemical & Pharmaceutical Bulletin (2016), 64(10), 1438-1441, database is CAplus and MEDLINE.

A safe and practical synthetic method for preparing axially chiral di-Ph dicarboxylates using Pd-catalyzed external-CO-free carbonylation with Ph formate as a CO surrogate was developed. Optimized conditions consisted of axially chiral [1,1′-binaphthalene]-2,2′-diyl ditriflate and its congeners, each easily prepared from com. available enantiomerically pure diols, Pd(OAc)₂, 1,3-bis(diphenylphosphino)propane, ethyldiisopropylamine, and no solvent. To demonstrate the potential utility of these products, this method was conducted on gram-scale and the Ph ester products were converted to other useful compounds, and both processes were carried out without difficulty.

Chemical & Pharmaceutical Bulletin published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C22H12F6O6S2, COA of Formula: C22H12F6O6S2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Kickova, Anna published the artcileSynthesis and properties of macrocyclic diazene switch with binaphthalene unit attached via acrylamide linkers, Recommanded Product: (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), the publication is Chemical Papers (2013), 67(1), 101-109, database is CAplus.

2,2′-Diiodo-1,1′-binaphthalene undergoes a tandem Heck reaction with Me acrylate to afford 2-(7H-dibenzo[c,g]fluoren-7-ylidene)acetic acid Me ester. As a consequence, a target macrocyclic diazene with binaphthalene unit attached by an acrylamide linker was prepared by a stepwise building of acrylamide at a binaphthalene moiety, including the Doebner modification of the Knoevenagel condensation, and completed by oxidative macrocyclization of aniline end-groups. The synthesis of the target compounds was achieved using (R)-2,2′-diiodo-1,1′-binaphthalene as a starting material. Despite being an equimolar mixture of monomer and dimer, it exhibited remarkable changes in CD spectra ldue to reversible (E/Z) isomerization of N=N diazene bonds upon irradiation at 365/465 nm. The title compounds thus formed included a macrocyclic azole propenamide binaphthalene (I) (monomer) and a corresponding dimer. Although the dimer isomerizes from (E) to (Z) isomer 7.4 times faster than the monomer I the latter’s contribution to the change in ellipticity at 307 nm in the photostationary state is 2.4 times greater.

Chemical Papers published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C22H12F6O6S2, Recommanded Product: (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate).

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Zhong, Qiqing published the artcileDevelopment of dinitrophenylated cyclodextrin derivatives for enhanced enantiomeric separations by high-performance liquid chromatography, Formula: C22H12F6O6S2, the publication is Journal of Chromatography A (2006), 1115(1-2), 19-45, database is CAplus and MEDLINE.

The synthesis and evaluation of new dinitrophenyl (DNP) substituted β-cyclodextrin (β-CD) chiral stationary phases (CSPs) for the enantioseparation of various classes of chiral analytes by HPLC are presented. The dinitrophenyl substituted β-CD derivatives were synthesized and covalently bonded to functionalized 5 μm spherical porous silica gel. These are the 1st reported derivatized cyclodextrin which contains π-electron deficient substituents (i.e., π-acidic moieties). The column performance in terms of their ability to sep. enantiomers is evaluated. A variety of different dinitro-substituted aryl groups were studied and compared. The pH of the mobile phase buffers, the buffer composition, the number and position of the dinitro groups on the Ph ring substituent, the degree of substitution, and the bonding strategy all greatly affect the performance of the CSPs. A large variety of racemic compounds were separated successfully on these CSPs. The bonded dinitrophenyl-derivatized cyclodextrins are stable in all three mobile phase modes, namely, the reversed-phase, polar organic, and normal phase modes. No degradation in column performance was observed in any mode of operation even after >1000 injections. The anal. applicability of these types of CSPs for enantiomeric separations is discussed.

Journal of Chromatography A published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C3H3Br2ClO, Formula: C22H12F6O6S2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Ashokkumar, Veeramanoharan published the artcileBinaphthyl-based chiral bifunctional organocatalysts for water mediated asymmetric List-Lerner-Barbas aldol reactions, Name: (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), the publication is Organic & Biomolecular Chemistry (2016), 14(38), 9021-9032, database is CAplus and MEDLINE.

Binaphthyl-based chiral bifunctional organocatalysts were designed, synthesized and successfully applied to the asym. List-Lerner-Barbas aldol reaction in the presence of water. These organocatalysts were found to be effective catalysts for the reactions of sym., unsym. and cyclic ketones with different aldehydes to give the corresponding aldol products with higher yields (up to 98%) and very good ee’s up to 99%. The catalytic system leads to higher yields and selectivities than the previously reported well-known proline based organocatalysts. In addition to the effect of solvent, additives, catalyst concentration, temperature and the substrate scope of the reactions were also investigated.

Organic & Biomolecular Chemistry published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C22H12F6O6S2, Name: (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate).

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics