Catalysts Ligands Chiral Phosphine Ligands Atropisomeric Bisphosphine Ligands

Atropisomeric Bisphosphine Ligands

Atropisomeric bisphosphine ligands are a subclass of chiral phosphines where chirality originates from restricted rotation around a biaryl axis, commonly involving two aryl rings connected by a single bond. Examples include BINAP, SEGPHOS, and MeO-BIPHEP. These ligands contain two phosphine donor groups attached to a chiral backbone and are widely utilized in asymmetric transition metal catalysis, especially in combination with Rh, Ru, Pd, and Ir. Due to their axial chirality and C₂ symmetry, they provide excellent stereocontrol in numerous enantioselective transformations such as hydrogenations, cross-couplings, hydroformylations, and cycloadditions. The modular nature of these ligands allows for fine-tuning of both steric bulk and electronic properties by varying the substituents on the phosphine or aryl groups. Their effectiveness in asymmetric hydrogenation has led to commercial applications in the synthesis of pharmaceutical intermediates, flavors, and fragrances. These ligands are also known for their high thermal and oxidative stability, making them suitable for industrial-scale processes.
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(R)-2,2'-Bis[bis(3,5-dimethylphenyl)phosphino]-4,4',6,6'-tetramethoxy-)-1,1'-biphenyl

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A6462071365531-89-098% 99%ee

(R)-2,2'-Bis[bis(3,5-dimethylphenyl)phosphino]-4,4',6,6'-tetramethoxy-)-1,1'-biphenyl

$117.00/100mg

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(S)-4-Phenoxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine

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A563115256441-54-098%

(S)-4-Phenoxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine

$37.00/50mg

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(R)-[1,1'-Binaphthalene]-2,2'-diylbis[1,1-diphenyl-1,1'-phosphineoxide]

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A66873894041-16-498% 99%ee

(R)-[1,1'-Binaphthalene]-2,2'-diylbis[1,1-diphenyl-1,1'-phosphineoxide]

$30.00/250mg

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(S)-(-)-2,2'-Bis[di(3,5-di-t-butylphenyl)phosphino]-6,6'-dimethoxy-1,1'-biphenyl

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A685121167709-31-198%

(S)-(-)-2,2'-Bis[di(3,5-di-t-butylphenyl)phosphino]-6,6'-dimethoxy-1,1'-biphenyl

$45.00/50mg

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(S)-(+)-2,2'-Bis[di(3,5-di-i-propyl-4-dimethylaminophenyl)phosphino]-6,6'-dimethoxy-1,1'-biphenyl

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A485957919338-66-297%

(S)-(+)-2,2'-Bis[di(3,5-di-i-propyl-4-dimethylaminophenyl)phosphino]-6,6'-dimethoxy-1,1'-biphenyl

$38.00/100mg

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(S)-1,1'-[4,4'-Bi-1,3-benzodioxole]-5,5'-diylbis[1,1-bis[3,5-bis(trimethylsilyl)phenyl]phosphine

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A14651321770854-55-197%

(S)-1,1'-[4,4'-Bi-1,3-benzodioxole]-5,5'-diylbis[1,1-bis[3,5-bis(trimethylsilyl)phenyl]phosphine

$203.00/50mg

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(R)-1,1'-[4,4'-Bi-1,3-benzodioxole]-5,5'-diylbis[1,1-bis[3,5-bis(trimethylsilyl)phenyl]phosphine

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A14651342056881-46-897%

(R)-1,1'-[4,4'-Bi-1,3-benzodioxole]-5,5'-diylbis[1,1-bis[3,5-bis(trimethylsilyl)phenyl]phosphine

$180.00/50mg

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(R)-1,12-Bis(diphenylphosphanyl)-6,7-diphenyldibenzo[e,g][1,4]diazocine

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A15978542648055-15-498%

(R)-1,12-Bis(diphenylphosphanyl)-6,7-diphenyldibenzo[e,g][1,4]diazocine

$194.00/50mg

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(R)-(4,4',6,6'-Tetramethoxy-[1,1'-biphenyl]-2,2'-diyl)bis(bis(3,5-bis(trimethylsilyl)phenyl)phosphane)

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A14731012829281-61-898%

(R)-(4,4',6,6'-Tetramethoxy-[1,1'-biphenyl]-2,2'-diyl)bis(bis(3,5-bis(trimethylsilyl)phenyl)phosphane)

$215.00/100mg

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(S)-(4,4',6,6'-Tetramethoxy-[1,1'-biphenyl]-2,2'-diyl)bis(bis(3,5-bis(trimethylsilyl)phenyl)phosphane)

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A14731002829281-60-798%

(S)-(4,4',6,6'-Tetramethoxy-[1,1'-biphenyl]-2,2'-diyl)bis(bis(3,5-bis(trimethylsilyl)phenyl)phosphane)

$215.00/100mg

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1,1'-[(5R)-2,2',3,3'-Tetrahydro[5,5'-bi-1,4-benzodioxin]-6,6'-diyl]bis[1,1-bis[4-(trifluoromethyl)phenyl]phosphine]

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A14759271306747-76-197%

1,1'-[(5R)-2,2',3,3'-Tetrahydro[5,5'-bi-1,4-benzodioxin]-6,6'-diyl]bis[1,1-bis[4-(trifluoromethyl)phenyl]phosphine]

$160.00/100mg

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1,1'-[(5S)-2,2',3,3'-Tetrahydro[5,5'-bi-1,4-benzodioxin]-6,6'-diyl]bis[1,1-bis[3,5-bis(trifluoromethyl)phenyl]phosphine]

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A1475930N/A97%

1,1'-[(5S)-2,2',3,3'-Tetrahydro[5,5'-bi-1,4-benzodioxin]-6,6'-diyl]bis[1,1-bis[3,5-bis(trifluoromethyl)phenyl]phosphine]

$159.00/100mg

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(5R)-6,6'-bis(di-p-tolylphosphaneyl)-2,2',3,3'-tetrahydro-5,5'-bibenzo[b][1,4]dioxine

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A14759251306747-78-397%

(5R)-6,6'-bis(di-p-tolylphosphaneyl)-2,2',3,3'-tetrahydro-5,5'-bibenzo[b][1,4]dioxine

$184.00/100mg

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(5R)-6,6'-Bis(bis(3,5-dimethylphenyl)phosphaneyl)-2,2',3,3'-tetrahydro-5,5'-bibenzo[b][1,4]dioxine

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A14759311306747-77-297%

(5R)-6,6'-Bis(bis(3,5-dimethylphenyl)phosphaneyl)-2,2',3,3'-tetrahydro-5,5'-bibenzo[b][1,4]dioxine

$185.00/100mg

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(5R)-6,6'-Bis(bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphaneyl)-2,2',3,3'-tetrahydro-5,5'-bibenzo[b][1,4]dioxine

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A14759351862251-64-695%

(5R)-6,6'-Bis(bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphaneyl)-2,2',3,3'-tetrahydro-5,5'-bibenzo[b][1,4]dioxine

$217.00/100mg

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1,1'-[(5R)-2,2',3,3'-Tetrahydro[5,5'-bi-1,4-benzodioxin]-6,6'-diyl]bis[1,1-bis[3,5-bis(trifluoromethyl)phenyl]phosphine]

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A14759291306747-75-097%

1,1'-[(5R)-2,2',3,3'-Tetrahydro[5,5'-bi-1,4-benzodioxin]-6,6'-diyl]bis[1,1-bis[3,5-bis(trifluoromethyl)phenyl]phosphine]

$176.00/100mg

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(R)-(7'-(Bis(3,5-dimethylphenyl)phosphanyl)-2,2',3,3'-tetrahydro-1,1'-spirobi[inden]-7-yl)bis(3,5-dimethylphenyl)phosphine oxide

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A14867661462321-89-698%

(R)-(7'-(Bis(3,5-dimethylphenyl)phosphanyl)-2,2',3,3'-tetrahydro-1,1'-spirobi[inden]-7-yl)bis(3,5-dimethylphenyl)phosphine oxide

$122.00/50mg

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(1S)-(4,4',6,6'-Tetramethoxy-[1,1'-biphenyl]-2,2'-diyl)bis(dicyclohexylphosphane)

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A14885122829282-19-997%

(1S)-(4,4',6,6'-Tetramethoxy-[1,1'-biphenyl]-2,2'-diyl)bis(dicyclohexylphosphane)

$100.00/50mg

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(1R,2R)-2-[(4S,11bR)-3,5-dihydro-4H-dinaphtho[2,1-c:1',2'-e]phosphepin-4-yl]-1,2-diphenylethanamine

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A8473771469882-57-295%

(1R,2R)-2-[(4S,11bR)-3,5-dihydro-4H-dinaphtho[2,1-c:1',2'-e]phosphepin-4-yl]-1,2-diphenylethanamine

$101.00/50mg

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1,1'-[(4R)-2,2,2',2'-Tetramethyl[4,4'-bi-1,3-benzodioxole]-5,5'-diyl]bis[1,1-diphenylphosphine]

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A1500993765312-57-097%

1,1'-[(4R)-2,2,2',2'-Tetramethyl[4,4'-bi-1,3-benzodioxole]-5,5'-diyl]bis[1,1-diphenylphosphine]

$156.00/100mg

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