Category: 126613-06-7

Xu, Kaijun published the artcileThe synthesis of asymmetric hydrogenation catalyst [Ru(BINAP)(OAc)₂] and its solid-supported studies, Category: esters-buliding-blocks, the publication is Huaxue Tongbao (2006), 69(11), 841-844, database is CAplus.

The two asym. hydrogenation catalysts, [Ru((S)-BINAP)(OAc)₂] and [Ru((R)-BINAP)(OAc)₂], have been synthesized under the optimal exptl. conditions. The asym. reduction of tiglic acid is efficiently achieved with 88% yield and 85% e.e. (enantiomeric excess) by using the synthesized catalyst. The study on the activity of catalyst [Ru(BINAP)(OAc)₂] supported on the meso porous mol. sieve SBA-15 showed that a relatively high yield (59%) and stereoselectivity (57% e.e.) were maintained after recycled for three times.

Huaxue Tongbao 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 C8H7ClO3, Category: esters-buliding-blocks.

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

Sun, Ping published the artcileDevelopment of new HPLC chiral stationary phases based on native and derivatized cyclofructans, Category: esters-buliding-blocks, the publication is Analytical Chemistry (Washington, DC, United States) (2009), 81(24), 10215-10226, database is CAplus and MEDLINE.

An unusual class of chiral selectors, cyclofructans, is introduced for the 1st time as bonded chiral stationary phases. Compared to native cyclofructans (CFs), which have rather limited capabilities as chiral selectors, aliphatic- and aromatic-functionalized CF6s possess unique and very different enantiomeric selectivities. Indeed, they sep. a very broad range of racemic compounds In particular, aliphatic-derivatized CF6s with a low substitution degree baseline sep. all tested chiral primary amines. It appears that partial derivatization on the CF6 mol disrupts the mol. internal hydrogen bonding, thereby making the core of the mol. more accessible. In contrast, highly aromatic-functionalized CF6 stationary phases lose most of the enantioselective capabilities toward primary amines, however they gain broad selectivity for most other types of analytes. This class of stationary phases also demonstrates high loadability and therefore has great potential for preparative separations The variations in enantiomeric selectivity often can be correlated with distinct structural features of the selector. The separations occur predominantly in the presence of organic solvents.

Analytical Chemistry (Washington, DC, United States) 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 C2H2N4O2, Category: esters-buliding-blocks.

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

Krascsenicsova, Katarina published the artcileStereoconservative Negishi arylation and alkynylation as an efficient approach to enantiopure 2,2′-diarylated 1,1′-binaphthyls, Product Details of C22H12F6O6S2, the publication is Chemical Communications (Cambridge, United Kingdom) (2004), 2606-2607, database is CAplus and MEDLINE.

Negishi arylation and alkynylation of easily synthesized chiral 2,2′-diiodo-1,1′-binaphthyl rapidly proceeds in refluxing THF under microwave irradiation conditions affording enantiopure 2,2′-R₂-1,1′-binaphthyls (R = Ph, 4-MeC₆H₄, 2-MeOC₆H₄, 2-furyl, 3-pyridyl, Me₃SiCC, PhCC, etc.) in good to excellent yields.

Chemical Communications (Cambridge, United Kingdom) 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

Sun, Ping published the artcileEvaluation of aromatic-derivatized cyclofructans 6 and 7 as HPLC chiral selectors, HPLC of Formula: 126613-06-7, the publication is Analyst (Cambridge, United Kingdom) (2011), 136(4), 787-800, database is CAplus and MEDLINE.

The two best aromatic-functionalized cyclofructan chiral stationary phases, R-naphthylethyl-carbamate cyclofructan 6 (RN-CF6) and dimethylphenyl-carbamate cyclofructan 7 (DMP-CF7), were synthesized and evaluated by injecting various classes of chiral analytes. They provided enantioselectivity toward a broad range of compounds, including chiral acids, amines, metal complexes, and neutral compounds It is interesting that they exhibited complementary selectivities and the combination of two columns provided enantiomeric separations for 43% of the test analytes. These extensive chromatog. results provided useful information about method development of specific analytes, and also gave some insight as to the enantioseparation mechanism.

Analyst (Cambridge, United Kingdom) 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 C2H2N4O2, HPLC of Formula: 126613-06-7.

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

Selvakumar, Kumaravel published the artcileCatalytic and Structural Studies on Complexes of a Binaphthyl-Phosphino-Oxazoline Auxiliary: The Meta Dialkyl Effect on Enantioselectivity, Quality Control of 126613-06-7, the publication is Organometallics (2000), 19(7), 1299-1307, database is CAplus.

The chiral phosphino-oxazoline ligand (S,R)-2-(4,5-dihydro-4-isopropyloxazol-2-yl)-2′-bis(3,5-dimethylphenyl)phosphino-1,1′-binaphthyl, 6b, its Pd-dichloro complex, 9, the p-cyanoaryl complex [PdBr(p-NCC₆H₄)(6b)], 10, a model for the Heck reaction, the cationic 1,3-diphenylallyl derivative [Pd(η³-PhCHCHCHPh)(6b)]OTf, 11, a model for the allylic allylation, and the Rh- and Ir-1,5-COD compounds [M(1,5-COD)(6b)]BF₄, 12 and 13, resp., were prepared In enantioselective Heck arylation and allylic allylation catalytic experiments, the presence of the 3,5-dimethylphenyl groups generally increases the observed ee. The solid-state structure of PdCl₂(6b), 9, was determined 2-Dimensional and variable-temperature NMR experiments suggest that one of the two 3,5-di-Me P-aryl rings interacts selectively with the remaining ligands. Consequently, the entire chiral pocket becomes slightly more rigid and the correlation with substrate improves.

Organometallics 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 C10H10O2, Quality Control of 126613-06-7.

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

Setnicka, Vladimir published the artcileVibrational Circular Dichroism of 1,1′-Binaphthyl Derivatives: Experimental and Theoretical Study, Safety of (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), the publication is Journal of Physical Chemistry A (2001), 105(39), 8931-8938, database is CAplus.

Absorption and vibrational CD (VCD) spectra of six 1,1′-binaphthyl derivatives were measured and analyzed from ab initio modeling. The spectra of both enantiomers were recorded with a high signal-to-noise ratio. The BPW91/6-31G^** d. functional theory level and the gauge invariant AOs were used for the simulations of VCD intensities. The binaphthyl moiety behaves as a chiral chromophore with a strong VCD signal because the 1,1′-substitution hinders its rotation. Most of the VCD bands were assigned, and the contributions of the binaphthyl skeleton and the functional groups could be clearly distinguished. Distinct VCD characteristics were found for the compounds exhibiting C₂ and C₁ symmetry. A very good agreement between the calculated and exptl. spectra was observed Apart from indication of enantiomeric purity, the spectra contain readable information about mol. conformation. The dihedral angle between the naphthyls planes, equal to âˆ?5° when naphthyl residues were connected with PO₄ covalent bridge, was found close to 90° for all the other derivatives

Journal of Physical Chemistry 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 C4H6N2, Safety of (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate).

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

Fujii, Kohei published the artcileDesign of Phosphinic Acid Catalysts with the Closest Stereogenicity at the α-Position: Synthesis and Application of α-Stereogenic Perfluoroalkyl Phosphinic Acid Catalysts, Name: (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), the publication is Organic Letters (2019), 21(9), 3387-3391, database is CAplus and MEDLINE.

Chiral C₂-sym. phosphinic acids I (17a,b; R = CF₃, C₂F₅) were designed as chiral Bronsted acid organocatalysts, based on sterically demanding and helical chiral perfluoroalkyl groups at the closest α-position advancing asym. reaction environment and catalytic activity. The perfluoroalkyl catalysts, [(CF₃)₂F₂] and [(C₂F₅)₂F₂] phosphinic acids, were synthesized via a stereoselective addition/cyclization sequence of Me phosphinate and deoxofluorination. These new classes of Bronsted acid catalysts were applied to an asym. Friedel-Crafts reaction to give up to 89% yield and 82% R-enantioselectivity, which is higher than those obtained with the parent phosphoric acid (42% and 55.5% S).

Organic Letters 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

Kargbo, Robert published the artcileReadily Accessible, Modular, and Tuneable BINOL 3,3′-Perfluoroalkylsulfones: Highly Efficient Catalysts for Enantioselective In-Mediated Imine Allylation, SDS of cas: 126613-06-7, the publication is Journal of the American Chemical Society (2007), 129(13), 3846-3847, database is CAplus and MEDLINE.

Thia-Fries rearrangement of BINOL perfluoroalkylsulfonates affords readily derivatized novel perfluoroalkyl mono- and disulfone BINOL ligands in just two steps from enantiomerically pure BINOL. These electron-demanding BINOLs were successfully applied as catalysts for indium-mediated allylation of N-acylhydrazones. A general and highly enantioselective catalytic process is described, in which the presence of two perfluoroalkylsulfone (SO₂R^F, R^F = CF₃, n-C₄F₉, n-C₈F₁₇) groups is crucial for activity and selectivity. The allylation process affords the corresponding homoallylic amines in up to 99% yield and 99% ee. E.g., allylation of 3-{2-ClC₆H₄CH:N}oxazol (oxazol = 2-oxazolidinonyl) with allyl bromide in the presence of indium and (R)-3,3′-bis(trifluoromethanesulfonyl)-2,2′-dihydroxy-1,1′-binaphthalene gave 3-{2-ClC₆H₄(H₂C:CHCH₂)CHNH}oxazol in 99% yield and 99% ee.

Journal of the American Chemical Society 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, SDS of cas: 126613-06-7.

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

Hotta, H. published the artcileConvenient preparation of axially chiral 1,1′-binaphthyl-2-carboxylates via the palladium-catalyzed carbonylation of 1,1′-binaphthyl-2-yl triflates, Quality Control of 126613-06-7, the publication is Journal of Molecular Catalysis (1989), 54(2), L5-L7, database is CAplus.

Binaphthylcarboxylates (S)-I (R = H, R¹ = CO₂Me), (R)-I (R = OMe, R¹ = CO₂Me), and (R)-I (R = OSO₂CF₃, R¹ = CO₂Me) were prepared by reaction of the corresponding I (R¹ = OSO₂CF₃) with CO in the presence of a Pd(OAc)₂-1,3-bis(diphenylphosphino)ethane catalyst. Enantiomeric excesses of 100% were attained.

Journal of Molecular Catalysis 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, Quality Control of 126613-06-7.

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

Uozumi, Yasuhiro published the artcilePreparation of optically active binaphthylmonophosphines (MOP’s) containing various functional groups, COA of Formula: C22H12F6O6S2, the publication is Tetrahedron (1994), 50(15), 4293-302, database is CAplus.

Optically active 2′-diphenylphosphino-1,1′-binaphthyls (I, MOP’s) having various functional groups, cyano, aminomethyl, methoxycarbonyl, carboxy, and hydroxymethyl, at the C2-position were prepared A cyano group was introduced on the MOP skeleton by nickel-catalyzed cyanation of 2-diphenylphosphinyl-2′-trifluoromethanesulfonyloxy-1,1′-binaphthyl which is readily prepared from optically active binaphthol. Preparation of the MOP derivatives bearing carboxylic groups were achieved by palladium-catalyzed monocarbonylation of binaphthyl 2,2′-bis(triflate) followed by phosphinylation of the remaining triflate group.

Tetrahedron 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 C14H18BClO4, COA of Formula: C22H12F6O6S2.

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