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Clarification of a misconception in the BINOL-based fluorescent sensors: Synthesis and study of major-groove BINOL-amino alcohols

The major-groove BINOL-amino alcohol (S)-6 shows greatly enhanced fluorescence over the minor-groove one (S)-3. The study of a series of the major-groove BINOL-amino alcohol compounds demonstrates that the commonly accepted acid inhibition of the PET fluorescence quenching of aryl-amine compounds is not involved in the BINOL-amine sensors.

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

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Enantioselective fluorescent recognition of amino alcohols by a chiral tetrahydroxyl 1,1?-binaphthyl compound

The tetrahydroxyl derivative of BINOL, (S)- or (R)-1, and its analogues are synthesized. (S)- or (R)-1 can be used to conduct the enantioselective recognition of chiral amino alcohols. In comparison with BINOL, the two additional hydroxyl groups of (S)- or (R)-1 have increased the binding of this compound with the amino alcohols and significantly improved the fluorescence quenching efficiency. The fluorescence responses of (S)- or -(R)-1 toward amino alcohols are compared with those of its analogues (R)-4 and (R)-6. It shows that the interaction of the central naphthyl hydroxyl groups of (S)- or (R)-1 with the substrates is responsible for the observed fluorescence quenching, and the two additional alkyl hydroxyl groups increase the quenching efficiency.

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Metal catalyst and ligand design,
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Polymer-Supported BINOL Ligand for the Titanium-Catalyzed Diethylzinc Addition to Aldehydes: A Remarkable Positive Influence of the Support on the Enantioselectivity of the Catalyst

A new polymer-supported BINOL (1,1?-Bi-2-naphthol) was synthesized by coupling of aminomethyl polystyrene resin and (S)-2,2?-dihydroxy-1,1?-binaphthyl-3,3?-dicarboxylic acid. This new ligand was found to be more enantioselective for the asymmetric addition of diethylzinc to aldehydes than its “free” analog [Ti(BINOL)iPrO2]. A range of 57-99% ee’s as well as 78-97% yields was obtained, and the electronic properties of the enantioselectivity were also observed.

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

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Click-BINOLs: A new class of tunable ligands for asymmetric catalysis

A new class of easily tunable 1,2,3-triazole-BINOL ligands, ‘click’-BINOLs, have been synthesized from readily available alkynes and several azido-BINOL derivatives using the powerful Huisgen [3+2] cycloaddition ‘click’ approach. The activity of these ligands in asymmetric Lewis acid catalysis has been explored for the first time in the diethylzinc addition to aldehydes. The C 2-symmetric ligand 1d showed an interesting catalytic behavior, which suggests the non-innocent participation of the triazole units. Thus, good enantioselectivities (up to 86% ee) were obtained by both the right selection of the substitution pattern at the triazole ring and the fine tuning of the reaction conditions. Georg Thieme Verlag Stuttgart New York.

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

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A facile synthesis of new chiral [1 + 1] macrocyclic schiff bases

A series of new chiral [1 + 1] macrocyclic Schiff bases have been synthesized in high yields and short reaction times from cyclocondensation of dialdehydes with long tethers and chiral diamines. The yields of the macrocycles were higher when the dialdehyde component is also chiral. The macrocyclisation was performed under microwave irradiation and aqueous reaction conditions employing salts of chiral diamines in contrast to free diamines normally employed. Copyright

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

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Chemistry is traditionally divided into organic and inorganic chemistry. Application In Synthesis of (S)-(-)-2,2′-Bis(methoxymethoxy)-1,1′-binaphthyl. The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent£¬Which mentioned a new discovery about 142128-92-5

Gold(I)-Catalyzed enantioselective synthesis of pyrazolidines, isoxazolidines, and tetrahydrooxazines

(Figure Presented) (Figure Presented) Au-ff on a trip: Chiral ligands (L) and chiral anions [(S)-TriPAg] are employed in the gold(I)-catalyzed enantioselective intramolecular additions of hydrazines and hydroxylamines to allenes. These complementary methods allow access to chiral vinyl isoxazolidines, oxazines, and differentially protected pyrazolidines. PNB = para-nitrobenzoyl.

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