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Paper Information

Journal:   JOURNAL OF THE IRANIAN CHEMICAL SOCIETY(JICS)   JANUARY 2015 , Volume 12 , Number 1; Page(s) 155 To 165.
 
Paper: 

DIPHENYLPHOSPHORYLATED PEG (DPPPEG) AS A NEW SUPPORT FOR GENERATION OF NANO-PD(0) AS CATALYST FOR CARBON–CARBON BOND FORMATION VIA COPPER-FREE SONOGASHIRA AND HOMOCOUPLING REACTIONS OF ARYL HALIDES IN PEG

 
 
Author(s):  IRANPOOR NASSER*, FIROUZABADI HABIB*, RIAZI ASMA
 
* CHEMISTRY DEPARTMENT, COLLEGE OF SCIENCES, SHIRAZ UNIVERSITY, SHIRAZ, IRAN
 
Abstract: 

In this study, synthesis and application of diphenylphosphorylated PEG200 (DPPPEG200) are described. Herein, we report a very simple procedure for the preparation of DPPPEG200 as a stable solid through the reaction of PEG200 with ClPPh2. This compound was used as a very suitable ligand for the in situ generation of nano-Pd (0) particles through its reaction with PdCl2 as a pre-catalyst. Isolation of this catalyst is very simple through addition of diethyl ether to the reaction mixture and centrifugations. Full characterization of the nano-Pd (0) /DPPPEG200 was performed by XRD spectra, UV–Vis spectra, and also by TEM image. This nano-complex was used as an efficient catalyst for copper-free Sonogashira and homocoupling reactions of aryl halides. The sonogashira reaction of aryl halides was conducted at 80 °C in PEG. However, the homocoupling reaction was performed at 100 °C for aryl iodides and activated aryl bromides and at 130 oC for deactivated aryl bromides and aryl chlorides in PEG. The catalyst was recovered and recycled for four consecutive runs.

 
Keyword(s): DIPHENYLPHOSPHORYLATED PEG200, NANO-PD(0), SONOGASHIRA REACTION, HOMOCOUPLING REACTION, ARYL HALIDES
 
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