2-Aminophenyl diphenylphosphinite as a new ligand for heterogeneous palladium-catalyzed Heck–Mizoroki reactions in water in the absence of any organic co-solvent

2-Aminophenyl diphenylphosphinite as an easily accessible ligand for heterogeneous palladium-catalyzed Suzuki–Miyaura reaction in water in the absence of any organic co-solvent

“…The formation of active Pd(0) catalysts was produced by mixing precatalyst [Pd(OAc) 2 ] with 2-aminophenyl diphenylphosphinite in water at 80 C which produces a black heterogeneous solid mass after a few minutes in aqueous media. The SEM image of the black solid indicates the shape of particles varying from needle to spherical, uniformly dispersed sized particles which is characteristic of the formation of Pd(0) complex [41]. The XRD patterns of the black solid showed the characteristic bands for the formation of Pd (0) at (111), (200), (220) and (311) crystallographic planes for the complex [41].…”

“…The SEM image of the black solid indicates the shape of particles varying from needle to spherical, uniformly dispersed sized particles which is characteristic of the formation of Pd(0) complex [41]. The XRD patterns of the black solid showed the characteristic bands for the formation of Pd (0) at (111), (200), (220) and (311) crystallographic planes for the complex [41]. The molar ratio of the ligands with respect to Pd has been determined to be ML 2 by employing the mole ratio method [41].…”

“…The XRD patterns of the black solid showed the characteristic bands for the formation of Pd (0) at (111), (200), (220) and (311) crystallographic planes for the complex [41]. The molar ratio of the ligands with respect to Pd has been determined to be ML 2 by employing the mole ratio method [41]. In order to show the effect of solvents upon the reaction, the reaction of 4-bromotoluene (1 mmol) reacted with phenylboronic acid (1.5 mmol) in toluene (1.5 mL) or in water (1.5 mL) in the presence of 6 mol% of 2-aminophenyl diphenylphosphinite (L), 2 mol% of Pd(OAc) 2 , and NaOH (2 mmol) at 80 C. The results show that the reaction proceeded in a higher yield in water (90%) than in toluene (45%) after 2 h. We have also investigated the similar reaction using Et 3 N as a soluble base in toluene.…”

“…For this purpose, we have recently introduced 2-aminophenyl diphenylphosphinite as an easily prepared and cheap phosphinite ligand for HeckeMizoroki and SonogashiraeHagihara reactions in neat water with success [41,77]. Now in this article, we have presented another important application of 2-aminophenyl diphenylphosphinite as a ligand for efficient SuzukieMiyaura cross-coupling reactions using palladium acetate as the pre-catalyst in neat water.…”

Heterogeneously catalyzed phosphine-free heck cross-coupling reaction of aryl halides with reusable palladium(II) schiff base complex

“…Extensive application of eco-friendly solvents such as water in chemical reaction is a touching appeal of green chemistry. [44][45][46] We also performed the model coupling reaction in neat water but yield was not satisfactory ( The effect of base on the catalytic performance of this system was investigated by taking the model reaction in different bases. Among several organic and inorganic bases, potassium carbonate (K 2 CO 3 ) was found to be the .…”