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BRIDP Phosphine Ligands for Cross Coupling Applications

We offer BRIDP Ligands in collaboration with Takasago

Cross-coupling reactions that are typically catalyzed by a transition metal catalyst (e.g., Pd, Ni) are an important class of organic reactions. Heck, Negishi and Suzuki were awarded the 2010 Nobel Prize in chemistry for developing palladium-catalyzed cross-coupling reactions. Efforts during the last 6 decades resulted in the increasing knowledge of transition metal chemistry and immense progress of homogeneous catalysis as an essential tool in academic and industrial fields. Phosphorus (III) donor ligands have played a remarkable role in several of the important catalytic reactions. The positive effects of phosphine ligands in transition metal homogeneous catalysis have contributed largely to the evolution of the field into an indispensable tool in organic synthesis and the industrial production of chemicals.

“BRIDP” is a registered trademark or trademark of Takasago International Corporation.


Item #


Chemical Structure


15-1005      442103-27-1 Image1

-Suzuki-Miyaura coupling
-Buchwald-Hartwig amination
-Gold-catalyzed [4 + 2] and [4 + 3] cycloaddition reactions
-α-Arylation of ketones
-Sonogashira coupling

15-1007 1023330-38-2      Image2

-Suzuki-Miyaura coupling
-Buchwald-Hartwig amination
-Gold-catalyzed [4 + 2] and [4 + 3] cycloaddition reactions
-Sonogashira coupling

15-1062 384842-24-4 Image3

-Suzuki-Miyaura coupling
-Buchwald-Hartwig amination
-Gold-catalyzed [4 + 2] and [4 + 3] cycloaddition reactions
-Sonogashira coupling

15-1065 384842-25-5 Image4 -Suzuki-Miyaura coupling
-Buchwald-Hartwig amination
-Gold-Catalyzed [4 + 2] and [4 + 3] cycloaddition reactions


Under a license of Takasago patent US7129967B2 we added a group of phosphine ligands with unique electronic and steric properties. The electronic property of these ligands is manipulated using a cyclopropyl—due to the strain of the cyclopropyl ring, C-C bonds have more π character than normal—or a vinyl group. The steric hindrance are controlled by changing cyclohexyl (Cy) (in 15-1007 and 15-1062) to a more hindered tert-butyl group (tBu) These ligands give superior catalytic activity to Pd in cross coupling reactions such as Suzuki-Miyaura coupling, Buchwald-Hartwig amination, α-arylation of ketones, and Sonogashira coupling. These ligands work also with other metal catalysts, for instance when they use in gold-catalyzed [4 + 2] and [4 + 3] cycloaddition reactions of allene-dienes.






  1. Synlett 2008, 1809.
  2. Synlett 2007, 3206.
  3. Adv. Synth. Catal. 2007, 349, 2089
  4. Adv. Synth. Catal. 2008, 350, 652.
  5. J. Am. Chem. Soc. 2009, 131, 6348.
  6. Phosphorus Ligands and Compounds Booklet


Products mentioned in this blog and related resources:
15-1005: Di-t-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine cBRIDP, CAS #742103-27-1
15-1007: Dicyclohexyl(2,2-diphenyl-1-methylcyclopropyl)phosphine Cy-cBRIDP, CAS #1023330-38-2
15-1062: Dicyclohexyl(2,2-diphenyl-1-methylvinyl)phosphine Cy-vBRIDP, CAS #384842-24-4
15-1065: Di-t-butyl(2,2-diphenyl-1-methylvinyl)phosphine, min. 98% vBRIDP, CAS # 384842-25-5
Phosphorus Ligands and Compounds Booklet
Takasago BRIDP Ligands for C-C and C-X Coupling


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