Search for a full or partial Catalog Number, CAS Number or description
Your favorites Quick Order Form
Your cart is empty.
Contact Strem

'Product Blog'

PTABS — Water-Soluble Phosphatriazene Ligand for Coupling Reactions

Versatile phosphine ligand in combination with Pd(OAc)2 forms an efficient catalytic system under mild conditions

Palladium promoted coupling reactions are well studied and have found numerous applications. However, most of these experimental protocols suffer from various process limitations such as high reaction temperature requirements, limited substrate scope, and employment of expensive ligands often accompanied by only moderate yields. Difficulties in overcoming such challenges have impeded wider application of these protocols.

Prof. Anant R. Kapdi from the Matunga Institute of Chemical Technology, Mumbai, India, has developed a new water-soluble phosphatriazene ligand – PTABS (15-5715), which in combination with Pd(OAc)2 (46-1780, 46-1781), forms a powerful catalyst for a wide range of cross-coupling reactions for all four halonucleosides [1]. PTABS is a water soluble (506 mg/mL) zwitterionic ligand derived from the caged adamantane phosphine 15-5710 (Fig. 1), which upon coordination to Pd metal makes the resultant complex soluble in the aqueous phase [2].


Fig. 1. PTABS — water-soluble phosphatriazene ligand

Indeed, Pd/PTABS is able to catalyze column-free Suzuki-Miyaura, Sonogashira and Heck coupling of halonucleosides in neat water with high yields [1]. In addition, PTABS was effectively applied in Pd catalyzed low temperature amination [3] and etherification [4-6] reactions in organic solvents (DMF). Moreover, the Pd/PTABS system goes beyond the scope of the palladium-catalyzed coupling systems and is able to promote aminocarbonylation involving CO gas at relatively low temperatures [7].


  1.       RSC Adv., 2016, 6, 83820.
  2.       Synthesis 2020, 52, 3595.
  3.       Org. Lett. 2018, 20, 473.
  4.       J. Org. Chem. 2018, 83, 13088.
  5.       Asian J. Org. Chem. 2019, 8, 289.
  6.       J. Org. Chem. 2019, 84, 8921.
  7.       Synthesis 2019, 51, 4239.


Featured Products

15-5710 1,3,5-Triaza-7-phosphaadamantane, min. 97% PTA (53597-69-6)

15-5715 4-((1R,3R,5S,7R)-1,3,5-Triaza-7-phosphaadamantan-1-ium-1-yl)butane-1-sulfonate, min. 98%, PTABS (1430837-91-4)

46-1780 Palladium(II) acetate, min. 98% (99.9+%-Pd) (3375-31-3)

46-1781 Palladium(II) acetate, 99+% (99.95+%-Pd) (3375-31-3)


Related Products & Product Lines:

Catalysts & Chiral Catalysts
Ligands & Chiral Ligands
Metal Catalysts for Organic Synthesis Booklet
Phosphorus Ligands and Compounds



Return to Product Blog

Request the Strem Chemicals Catalog Bulk Quote Request Get Quarterly Updates by Email