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Enantioselective addition of diethylzinc to a series of aromatic aldehydes is developed using new chiral C2-symmetric ligand (S)-2,2?-(1,1?-binaphthyl-2,2?-diylbis(oxy))bis(methyl ene)bis(4-nitrophenol) (S)-2b. The catalytic system employing 10 mol % of (S)-2b and 120 mol % of Ti(OiPr)4 was found to promote the addition of diethylzinc to a wide range of aromatic aldehydes with electron-donating and electron-withdrawing substituents, giving up to 89% ee and up to 95% yield of the corresponding secondary alcohol under mild conditions.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

07/9/2021 News Final Thoughts on Chemistry for 18531-99-2

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Various chiral stilbenophanes with small and large rigid cavities have been synthesized. Bis-cyclophanes with a stilbene-bridging unit have also been synthesized. Some of the stilbenophanes form charge transfer complexes with either TCNQ or TCNE. Photoisomerization of the bis-cyclophanes has also been studied.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

7-Sep-2021 News Awesome Chemistry Experiments For 18531-99-2

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PROBLEM TO BE SOLVED: until either the presented binaphthyldicarboxylic compd. differing chemical structure of the compound and, having a different degree of acidity and dibasic acid functional groups by, useful as a catalyst to provide an optically active binaphthyldicarboxylic compd.. SOLUTION: an optically active binaphthyldicarboxylic compd. eq. (1). [R 1, substd./ unsubstd. C 1-12 straight-chain, branched or cyclic alkyl group, an aryl group or an aromatic heterocyclic; R 2 and R 3 are each independently H, substd./ unsubstd. C 1-12 straight-chain, branched or cyclic alkyl group, an aryl group or an aromatic heterocyclic ring; the O or S E] selected drawing: no (by machine translation)

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Sep 2021 News Awesome Chemistry Experiments For 18531-99-2

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Five sets of oxido-vanadium(V) complexes, which include both cages and open structures, were prepared and tested in the catalytic oxidation of sulfides. It was found that the hemicryptophane complexes, which are simultaneously comprised of cyclotriveratrylene (CTV), binaphthol and oxido-vanadium(V) moieties, are the most efficient supramolecular catalysts. The specific shape of the confined hydrophobic space above the metal center leads to a strong improvement in the yield, selectivity and rate of the reaction, compared to the other catalysts investigated herein. A remarkable turnover number (TON) of 10 000 was obtained, which can be attributed to both the high reactivity and stability of the catalyst. Similarly to enzymes, the kinetic analysis shows that the mechanism of oxidation with the supramolecular catalysts obeys the Michaelis-Menten model, in which initial rate saturation occurs upon an increase in substrate concentration. This enzyme-like behavior is also supported by the competitive inhibition and substrate size-selectivity observed, which underline the crucial role played by the cavity.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Au nanoparticles (NPs) are functionalized with chiral (R) or (S) binaphthol phenylboronic acid ligands, (1a) or (1b). The (R)- or (S)-binaphthol phenylboronic acid ligands form donor-acceptor complexes with the chiral dicationic helicene, helquat (P)-HQ2+ or (M)-HQ2+, (2a) or (2b). The association constants between (1a)/(2a) and (1a)/(2b) correspond to (7.0 ± 0.5) × 105 M-1 and (2.5 ± 0.3) × 105 M-1, respectively, whereas the association constants between (1b)/(2b) and (1b)/(2a) correspond to (4.0 ± 0.5) × 105 M-1 and (1.8 ± 0.3) × 10 5 M-1, respectively. Chiroselective aggregation of chiral binaphthol phenylboronic acid-capped Au NPs triggered by the chiral helquats, is demonstrated.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

02/9/2021 News Some scientific research about 18531-99-2

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A small library of 17 modular and easily accessible phenol-derived chiral phosphine – phosphite ligands was evaluated in the asymmetric Rh-catalyzed hydroformylation of styrene. It was found that the stereochemical outcome of the reaction is highly dependent on the chiral phosphite moiety and the substituents on the phenolic backbone. Among the ligands studied, Taddol-based ligands of type 10 bearing bulky substituents in ortho-position to the phosphite performed best, with enantioselectivities of up to 85% ee and regioselectivities of ?98:2. High-pressure NMR of the active catalyst [HRh(P-P)(CO)2] (P-P = 10h) revealed an equatorial-apical coordination of the ligand at rhodium. Temperature dependency of the coupling constants observed during the experiment indicates equilibrium between the two equatorial-apical isomers, with the isomer in which the phosphite occupies the equatorial position being the dominant species.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Awesome Chemistry Experiments For (S)-[1,1′-Binaphthalene]-2,2′-diol

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Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels.In a patent, category: catalyst-ligand, Which mentioned a new discovery about 18531-99-2

The intramolecular Ullmann coupling of the title diester proceeded in low yield but with virtually complete asymmetric induction in joining the two naphthyl units leading to the 12-membered cyclic diester of (S,S)-configuration, which is the same diastereoisomer obtained from the reaction of (S)-2,2′-bis(1-bromo-2-naphthoyloxy)-1,1′-binaphthyl.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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A series of tri-O-alkylated inherently chiral fluorescent calix[4]crowns in the cone conformations and a series of tetra-O-alkylated inherently chiral fluorescent calix[4]crowns in the partial cone conformations have been synthesized. By condensing with chiral auxiliary (S)-BINOL, the resulting diastereomers could be separated via preparative TLC. We found that the size of the crown moiety effected the separation of the diastereomers. Further, removal of the BINOL unit by hydrolysis furnished pairs of enantiomers with optical purity. Moreover, we found that a tetra-O-alkylated inherently chiral fluorescent calix[4]crown-6 in the partial cone conformation 6c showed considerable enantioselective recognition capability towards chiral leucinol.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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A polymer-based fluorescent sensor was synthesized by polymerization of (S)-6,6?-dibutyl-3,3?-(di-5-salicylde-ethynyl)-2, 2?-binaphthol (M-1) with (R,R)-1,2-diaminocyclohexane (M-2) via nucleophilic addition-elimination reaction. The responsive optical properties of the polymer on transition metal ions were investigated by fluorescence and UV-vis spectra. The polymer (1.0 × 10-5 mol/L in THF) could emit fluorescence at 550 nm and exhibit high selectivity for sensing Zn 2+ with 36.1-fold fluorescence enhancement. Three logic gates were designed according to the different fluorescence responses of this polymer sensor to Zn2+ and Cu2+.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 18531-99-2, molcular formula is C20H14O2, introducing its new discovery. category: catalyst-ligand

New host compounds combining a cyclotriveratrylene (CTV) unit and three binaphthol moieties have been synthesized enantiomerically and diastereomerically pure. The use of a chemical correlation allows for the assignment of their absolute configuration. The energy barrier of epimerization was measured, suggesting that no intramolecular hydrogen bonding occurs between the hydroxyl groups of the binaphthols. These open-shell host compounds were then tested in the recognition of carbohydrates; a preferential binding of mannose toward glucose was observed, and good diastereoselectivities were reached (up to 1:10). This recognition of sugar derivatives by open-shell CTV-based host compounds is unprecedented and opens up the way for a wider use of this easily accessible class of molecules as chiral sensors.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI