Synthesis of water soluble Pd-Piperidoimidazolin-2-ylidene complexes and their catalytic activities in neat water


Cakir S., TÜRKMEN H.

APPLIED ORGANOMETALLIC CHEMISTRY, cilt.34, 2020 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 34 Konu: 4
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1002/aoc.5499
  • Dergi Adı: APPLIED ORGANOMETALLIC CHEMISTRY

Özet

Through the strategy of water soluble N-heterocyclic carbene (NHC) ligand, Pd-catalyzed reactions were developed in aqueous media. Therefore, four new piperidoimidazolinium salts (1a-d) consisting of sulfonate (a), esther (b, c) and carboxylic acid (d) functionalities and their water-soluble Pd-NHC complexes (2a-d) were synthesized. The new compounds were characterized by elemental analysis, FTIR, TGA, UV-vis and NMR spectroscopy. The catalytic activities of water soluble Pd-NHC complexes (2a-d) were investigated using the Suzuki-Miyaura (S-M) reaction and the reduction of nitroarenes. We found that the water-soluble polar or ionic groups on piperidoimidazolin-2-ylidine had an effect on the catalytic activity. The water-soluble catalyst can be recycled efficiently and reused six times with only a very slight loss of catalytic activity.