Category: 126613-06-7

Xiao, Dengming published the artcileSynthesis of a Novel Chiral Binaphthyl Phospholane and Its Application in the Highly Enantioselective Hydrogenation of Enamides, Category: esters-buliding-blocks, the publication is Organic Letters (1999), 1(10), 1679-1681, database is CAplus and MEDLINE.

A new chiral phosphine, (R,R)-1,2-bis{(R)-4,5-dihydro-3H-dinaphtho[2,1-c:1′,2′-e]phosphepino}benzene [(R,R)-binaphane] was prepared from readily accessible enantiomerically pure (R)-binaphthalenol. This ligand possesses both binaphthyl chirality and phospholane functionality. Excellent enantioselectivities (95-99.6% ee) have been observed in hydrogenation of an isomeric mixture of (E)- and (Z)-RCH:CR¹NHAc [R = H, Me, CH₂Ph, CHMe₂; R¹ = (un)substituted Ph, 2-naphthyl] by using a Rh-binaphane catalyst. These enantioselectivities are the highest reported to date for this transformation.

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 C12H15NO, Category: esters-buliding-blocks.

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

Liu, Yan-Song published the artcileHPLC detection and evaluation of chiral compounds with a laser-based chiroptical detector, Recommanded Product: (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), the publication is LC-GC (1999), 17(10), 946, 948, 950, 952, 954, 956-957, database is CAplus.

The sensitivity and ruggedness of chiroptical detectors have improved considerably during the past decade. The authors examine >230 chiral compounds using the latest laser-based polarimetry detector for HPLC. They also examine the relation between optical rotation at the detector wavelength of 675 nm and the sodium D line. The authors consider the sensitivity, linear dynamic range, and effect of solvent composition on rotation and its general use as an HPLC detector for chiral compounds

LC-GC 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

Yu, Hui published the artcileEvaluation of “Click” Binaphthyl Chiral Stationary Phases by Liquid Chromatography, Related Products of esters-buliding-blocks, the publication is Chirality (2012), 24(5), 391-399, database is CAplus and MEDLINE.

Two click binaphthyl chiral stationary phases were synthesized and evaluated by liquid chromatog. Their structures incorporate S-(-)-1,1′-binaphthyl moiety as the chiral selector and 1,2,3-triazole ring as the spacer. These chiral stationary phases (CSPs) allowed the efficient resolution for a wide range of racemic BINOL derivatives, particularly for nonpolar diether derivatives and 3-Ph indolin-2-one analogs. The chromatog. data showed that the π-π interaction was crucial for enantiorecognition of these CSPs. Loss of enantioselectivity observed on CSP3, which are lacking the triazole ring linkage, indicated that the triazole ring linkage took part in the enantioseparation process, although it was remote from the chiral selector of the CSP. The substitution of the Ph group at 6 and 6′ positions can significantly improve the separation ability of the CSP. The chiral recognition mechanism was also studied by tracking the elution orders and studying the thermodn. parameters. Chirality 00:000-000, 2012. Copyright © 2012 Wiley Periodicals, Inc.

Chirality 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 C15H14Cl2S2, Related Products of esters-buliding-blocks.

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

Liu, Huijing published the artcileSolvatochromic probe performance enhancement via regulation of excited state structures, SDS of cas: 126613-06-7, the publication is Physical Chemistry Chemical Physics (2016), 18(36), 25210-25220, database is CAplus and MEDLINE.

A new fluorescent conjugate (PNBD) with a structure of D-π-A was designed and synthesized, where the donor (D), the acceptor (A) and the bridge (π) are naphthalyl, dicyanovinyl and phenylethynyl-phenylethynyl, resp. To improve the solubility of the conjugate, two long alkyl chains were introduced as substituents of the central aromatic ring. Spectroscopic studies demonstrated that PNBD is a strongly solvatochromic probe which is characterized by a large molar absorption coefficient (>32 000 cm^-1 M^-1), long wavelength absorption (>410 nm), large solvatochromic emission range (470-650 nm), high photochem. stability, and good solubility in common organic solvents. The fluorescent quantum yield of PNBD is limited in some polar solvents due to dual emission, a phenomenon ascribed to radiative decay from a higher excited singlet state. To eliminate dual emission, a covalently bound dimer (BPNBD) of PNBD characterized by weak vibronic coupling, was designed and synthesized. The dimer constituents are linked by a single bond between the naphthalyl moieties of the two PNBD monomers. As expected, BPNBD maintains almost all the strong points of the monomer, exhibits a substantial increase in fluorescence quantum yield, and eliminates dual emission by facilitating efficient internal conversion. Importantly, the use of PNBD and BPNBD in concert provides unprecedented discrimination among solvents of similar structures, such as (CH₂Cl₂, CHCl₃, CCl₄), (Et ether, THF, dioxane), or (methanol, ethanol, n-propanol, n-butanol, n-pentanol, n-hexanol, n-heptanol, n-octanol, n-decanol), allowing rapid and selective visual identification.

Physical Chemistry Chemical Physics 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

Zhang, Wen published the artcilePalladium-catalyzed asymmetric allylic substitutions by axially chiral P,S-, S,S-, and S,O-heterodonor ligands with a binaphthalene framework, Application In Synthesis of 126613-06-7, the publication is Tetrahedron: Asymmetry (2004), 15(19), 3161-3169, database is CAplus.

Axially chiral P,S-heterodonor ligand I is effective in the asym. allylic substitution of 1,3-diphenylpropenyl acetate with di-Me malonate. Its bidentate coordination pattern to a Pd metal center with both P and S atoms has been unambiguously established by X-ray diffraction and NMR spectroscopic analyses. Herein, we further disclose that axially chiral S,S-heterodonor ligands II (R = Me₂NC(S)O, MeS, and Ph₂CHS) are also effective in the same reaction to give the allylic alkylation product in moderate to good ee. However, the corresponding S,O-heterodonor ligands are not as effective as the corresponding P,S- or S,S-heterodonor ligands in the same asym. reaction.

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 C22H21N3O3S, Application In Synthesis of 126613-06-7.

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

Feng, Zhigang published the artcilePalladium-catalyzed cross-coupling reaction of arenesulfonate with phosphite, COA of Formula: C22H12F6O6S2, the publication is Youji Huaxue (2018), 38(4), 896-901, database is CAplus.

Organo-phosphorus compounds have important applications in metal-organic chem., coordination chem. and biochem. Therefore, the C-P cross-coupling reaction was an important method to prepare organo-phosphorus, which is also a hotspot of current research. Hence, we have studied a kind of cross-coupling reaction between arenesulfonate and phosphites using palladium as the catalyst to synthesize a series of organo-phosphorus compounds efficiently, and the approach was applied to prepare a chiral N/P ligand.

Youji Huaxue 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

Liu, Lei published the artcileImproved Syntheses of Phosphine Ligands by Direct Coupling of Diarylbromophosphine with Organometallic Reagents, Safety of (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), the publication is Chemistry – A European Journal (2011), 17(39), 10828-10831, S10828/1-S10828/21, database is CAplus and MEDLINE.

Authors have discovered that diarylbromophosphine is much more effective than diarylchlorophosphine and can be used to directly couple with binaphthylmagnesium bromide to afford BINAP derivatives Diarylbromophosphines can also be employed in the nickel-catalyzed coupling reaction with BINOL triflate, giving better yields than their chloro counterparts, especially for the syntheses of electron-deficient phosphine ligands. Finally, authors have applied this strategy to prepare several Buchwald’s dialkylbiarylphosphine ligands with improved yields.

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 C22H12F6O6S2, Safety of (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate).

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

Francio, G. published the artcileHighly efficient enantioselective catalysis in supercritical carbon dioxide using the perfluoroalkyl-substituted ligand (R,S)-3-H²F⁶-BINAPHOS, Formula: C22H12F6O6S2, the publication is Journal of Organometallic Chemistry (2001), 621(1-2), 130-142, database is CAplus.

Perfluoroalkyl-substitution of the aryl groups in the BINAPHOS skeleton was achieved using a synthetic strategy based on the Cu(I)-catalyzed cross coupling of arylmagnesium bromide and F(CF₂)₆(CH₂)₂I. The rhodium complexes of the new ligand (R,S)-3-H²F⁶-BINAPHOS exhibited spectroscopic properties and reactivities similar to those of the unsubstituted parent compounds The substitution provided a high affinity of the ligand and its complexes for scCO₂ allowing the development of ecol. benign protocols for catalytic asym. synthesis and even the spectroscopic detection of catalytically active intermediates. Using this new system, a large variety of substrates were hydroformylated in scCO₂ with rates and enantioselectivities comparable to those of the parent system in benzene solution At the same time, the CO₂-philic substitution pattern resulted in a significantly higher regioselectivity towards the desired chiral aldehydes. Preliminary results indicated for the first time also a remarkable potential of BINAPHOS-derived ligands for asym. hydrogenation reactions. The possibility to develop new work-up schemes for product purification and/or catalyst immobilization based on scCO₂ as the only medium for catalysis and extraction (CESS process) was exptl. verified using a rhodium catalyst containing the title ligand.

Journal of Organometallic 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, Formula: C22H12F6O6S2.

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

Schafer, Andrew G. published the artcileChiral Silanediols in Anion-Binding Catalysis, Synthetic Route of 126613-06-7, the publication is Angewandte Chemie, International Edition (2013), 52(43), 11321-11324, database is CAplus and MEDLINE.

Trichloroethyl methoxymethyloxopropanylisoquinoline carboxylates e. g., I were enantioselective synthesized via silanediols promoted acyl Mannich reaction of silyl ketene acetals with N-acylisoquinolines in good yield. conceivably through anion-binding catalysis. This report includes the first synthesis of an enantiopure C2-Sym. silanediol able to provide promising levels of enantiocontrol in the title reaction.

Angewandte Chemie, International Edition 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, Synthetic Route of 126613-06-7.

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

Wang, Chunzhang published the artcileA New BINOL-Derived Chiral Bifunctional Phosphine Organocatalyst: Preparation and Application in Asymmetric (Aza)-Morita-Baylis-Hillman Reactions, Synthetic Route of 126613-06-7, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (2013), 188(11), 1548-1554, database is CAplus.

A new BINOL-derived chiral bifunctional phosphine was designed and successfully prepared, which features a cyclic substructure of 1,3,5-diazaphosphinane. This chiral phosphine possesses good air stability in solid state, and it can be conveniently used as an effective nucleophilic phosphine organocatalyst. Preliminary studies showed that it afforded 38% to 99% yields but only modest enantioselectivity (up to 45% ee) in the (aza)-Morita-Baylis-Hillman reactions of activated olefins such as Et acrylate and Me vinyl ketone with aromatic aldehydes or imines.

Phosphorus, Sulfur and Silicon and the Related Elements 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 C10H20N2O6S2, Synthetic Route of 126613-06-7.

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