Catalysts Ligands Chiral Oxygen Ligands

Chiral Oxygen Ligands

Chiral oxygen ligands are a class of ligands containing oxygen atoms that can coordinate to metal centers in a stereoselective manner, often inducing chirality in metal complexes. These ligands play a crucial role in asymmetric catalysis, organometallic chemistry, and coordination chemistry, where they influence the reactivity and selectivity of metal-catalyzed transformations. Chiral oxygen ligands include various functional groups such as ethers, alcohols, phenols, carboxylates, and phosphates, each offering different coordination modes and electronic properties. Common examples include chiral diols, such as BINOL (1,1'-bi-2-naphthol), which serve as key components in enantioselective reactions, particularly in Lewis acid catalysis. Similarly, chiral phosphoric acids derived from BINOL or SPINOL (spironaphthalenol) are widely used in asymmetric Brønsted acid catalysis. These ligands are applied in a variety of catalytic processes, including asymmetric hydrogenation, oxidation, and C–C bond-forming reactions, where they enable high enantioselectivities. Their ability to influence reaction pathways makes them essential in the synthesis of pharmaceuticals, agrochemicals, and fine chemicals, where the production of enantiomerically pure compounds is critical.
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BINOLs (46) BIPHENs (1) Chiral Diphenols (112) Other Chiral Oxygen Ligands (24)
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(R)-3,3'-Bis(4-(tert-butyl)phenyl)-[1,1'-binaphthalene]-2,2'-diol

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A499734851615-06-098% 99%ee

(R)-3,3'-Bis(4-(tert-butyl)phenyl)-[1,1'-binaphthalene]-2,2'-diol

$59.00/100mg

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(R)-[1,1'-Binaphthalene]-2,2'-diyl bis(trifluoromethanesulfonate)

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A445007126613-06-798%

(R)-[1,1'-Binaphthalene]-2,2'-diyl bis(trifluoromethanesulfonate)

$14.00/1g

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(R)-3,3'-Dibromo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene

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A177912211734-49-598% 99%ee

(R)-3,3'-Dibromo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene

$25.00/250mg

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((4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(di(naphthalen-2-yl)methanol)

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A544074137365-09-495%

((4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(di(naphthalen-2-yl)methanol)

$155.00/100mg

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(S)-3,3'-Bis[4-(trifluoromethyl)phenyl]-[1,1'-binaphthalene]-2,2'-diol

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A11478881621066-21-498% 99%ee

(S)-3,3'-Bis[4-(trifluoromethyl)phenyl]-[1,1'-binaphthalene]-2,2'-diol

$30.00/100mg

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(R)-3,3'-Bis(4-methoxyphenyl)-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol

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A11889231011465-19-298%

(R)-3,3'-Bis(4-methoxyphenyl)-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol

$44.00/100mg

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(R)-3,3'-Bis(4-(trifluoromethyl)phenyl)-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol

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A1188922791616-69-898%

(R)-3,3'-Bis(4-(trifluoromethyl)phenyl)-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol

$25.00/100mg

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(S)-2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol

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A692385223259-63-098% 99%ee

(S)-2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol

$13.00/100mg

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(S)-3,3'-Bis(3,3-dimethylbutyl)-[1,1'-binaphthalene]-2,2'-diol

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A303661N/A95%

(S)-3,3'-Bis(3,3-dimethylbutyl)-[1,1'-binaphthalene]-2,2'-diol

$32.00/50mg

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((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(di(naphthalen-1-yl)methanol)

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A1006006171086-52-595% 99%ee

((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(di(naphthalen-1-yl)methanol)

$17.00/250mg

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((4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(di(naphthalen-1-yl)methanol)

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A734508137536-94-895% 99%ee

((4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(di(naphthalen-1-yl)methanol)

$15.00/250mg

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(1R)-3,3'-Di-9-anthracenyl-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol

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A4582861011465-21-698%

(1R)-3,3'-Di-9-anthracenyl-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol

$126.00/100mg

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(3S,6S)-2,7-Dimethyloctane-3,6-diol

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A128426129705-30-298%

(3S,6S)-2,7-Dimethyloctane-3,6-diol

$85.00/250mg

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(S)-3,3'-Bis(3,5-dimethylphenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol

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A7541831402852-05-498% 99%ee

(S)-3,3'-Bis(3,5-dimethylphenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol

$74.00/100mg

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(S)-3,3'-Di-1-pyrenyl-1,1'-bi-2-naphthol

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A11478921854074-57-996% 99%ee

(S)-3,3'-Di-1-pyrenyl-1,1'-bi-2-naphthol

$90.00/50mg

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(R)-3,3'-Bis3,5-bis(trifluoromethyl)phenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol

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A105093618854-91-498%

(R)-3,3'-Bis3,5-bis(trifluoromethyl)phenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol

$19.00/100mg

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(S)-3,3'-Bis(3,5-bis(trifluoromethyl)phenyl)-[1,1'-binaphthalene]-2,2'-diol

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A349404849939-13-598% 99%ee

(S)-3,3'-Bis(3,5-bis(trifluoromethyl)phenyl)-[1,1'-binaphthalene]-2,2'-diol

$20.00/50mg

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(R)-3,3'-Bis(3,5-dimethylphenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol

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A588707618854-90-398% 99%ee

(R)-3,3'-Bis(3,5-dimethylphenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthol

$19.00/100mg

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(R)-2,2',3,3'-Tetrahydro-1,1'-spirobi[indene]-7,7'-diol

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A800151223259-62-998% 99%ee

(R)-2,2',3,3'-Tetrahydro-1,1'-spirobi[indene]-7,7'-diol

$11.00/100mg

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(R)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol

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A31323165355-08-097% 99%ee

(R)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol

$14.00/100mg

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