Xantphos  (Synonyms: 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene)

Xantphos (9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene) is a bisphosphine ligand. Xantphos coordinates to metals in either cis or trans chelation mode. Xantphos acts as a key ligand in palladium or platinum catalyzed reactions. Xantphos can be used in the construction of heterocyclic compounds in organic synthesis^[1][2][3].

Xantphos is a wide bite-angle bisphosphine ligand that efficiently promotes reductive elimination and stabilizes low-valent metal centers, making it particularly effective in cross-coupling and hydrofunctionalization reactions[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

578.62

C₃₉H₃₂OP₂

161265-03-8

Solid

White to off-white

CC1(C)C2=C(C(P(C3=CC=CC=C3)C4=CC=CC=C4)=CC=C2)OC5=C1C=CC=C5P(C6=CC=CC=C6)C7=CC=CC=C7

Room temperature in continental US; may vary elsewhere.

4°C, protect from light, stored under nitrogen

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

• [1]. Manley PJ, et al. A new synthesis of naphthyridinones and quinolinones: palladium-catalyzed amidation of o-carbonyl-substituted aryl halides. Org Lett. 2004 Jul 8;6(14):2433-5.  [Content Brief]

  [2]. Petöcz G, et al. Xantphos as cis-and trans-chelating ligand in square-planar platinum (II) complexes. Hydroformylation of styrene with platinum–xantphos–tin (II) chloride system. Journal of organometallic chemistry, 2004, 689(7): 1188-1193.

  [3]. Gao GY, et al. General synthesis of meso-amidoporphyrins via palladium-catalyzed amidation. Org Lett. 2004 May 27;6(11):1837-40.  [Content Brief]

  [4]. Piet W.N.M van Leeuwen, et al. Xantphos-based, silica-supported, selective, and recyclable hydroformylation catalysts: a review. Journal of Molecular Catalysis A: Chemical. Volumes 182–183, 31 May 2002, Pages 107-123.