Catalysts Ligands Chiral Phosphine Ligands BIDIME-BIBOP

BIDIME-BIBOP

The BIDIME-BIBOP ligand family represents a hybrid design concept that combines features of both BIDIME and BIBOP ligands into a single scaffold. These ligands incorporate a chiral biaryl axis, a phosphine or phosphine oxide functionality, and additional nitrogen-based substituents like imidazoline or amine groups, enhancing both chelation and stereoinduction. The multi-donor nature of these ligands enables them to form stable complexes with metals like Rh, Ir, and Pd, which are commonly used in asymmetric hydrogenation, cyclopropanation, and allylic substitution reactions. The BIDIME-BIBOP design provides a unique balance between electronic donation and steric bulk, leading to superior selectivity in many cases compared to traditional bisphosphine ligands. Their development stems from the need to improve both catalyst robustness and enantioselectivity, particularly in demanding transformations where substrate scope and reaction conditions vary significantly. The incorporation of phosphorus and nitrogen donors in an axially chiral framework allows for cooperative binding modes and activation of both electrophilic and nucleophilic partners in catalysis.
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2,2',3,3'-Tetrahydro-4,4'-Bibenzo[D][1,3]Oxaphosphole
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(2S,2'S,3S,3'S)-DI-iPr-BABIBOP

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A11751252207601-12-397% 99%ee

(2S,2'S,3S,3'S)-DI-iPr-BABIBOP

$171.00/50mg

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(2R,2'R,3R,3'R)-3,3'-Di-tert-butyl-2,2'-diethyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[d][1,3]oxaphosphole

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A12076492634687-61-797+%

(2R,2'R,3R,3'R)-3,3'-Di-tert-butyl-2,2'-diethyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[d][1,3]oxaphosphole

$191.00/50mg

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3S,3'S)-BABIBOP

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A11751222207601-04-397%

3S,3'S)-BABIBOP

$159.00/50mg

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(2R,2'R,3R,3'R)-DI-iPr-BABIBOP

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A11751272214207-75-597%

(2R,2'R,3R,3'R)-DI-iPr-BABIBOP

$247.00/100mg

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(3R,3'R)-BABIBOP

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A11751232214207-73-397%

(3R,3'R)-BABIBOP

$218.00/50mg

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(2S,2'S,3S,3'S)-DI-Me-BABIBOP

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A11751242207601-10-195% 99%ee

(2S,2'S,3S,3'S)-DI-Me-BABIBOP

$183.00/50mg

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(2S,2'S,3S,3'S)-3,3'-Di-tert-butyl-2,2'-diethyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[d][1,3]oxaphosphole

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A12076212415751-83-497% 99%ee

(2S,2'S,3S,3'S)-3,3'-Di-tert-butyl-2,2'-diethyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[d][1,3]oxaphosphole

$164.00/25mg

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