Issue 30, 2016

A Ni(iii) complex stabilized by silica nanoparticles as an efficient nanoheterogeneous catalyst for oxidative C–H fluoroalkylation

Abstract

We have developed NiIII-doped silica nanoparticles ([(bpy)xNiIII]@SiO2) as a recyclable, low-leaching, and efficient oxidative functionalization nanocatalyst for aromatic C–H bonds. The catalyst is obtained by doping the complex [(bpy)3NiII] on silica nanoparticles along with its subsequent electrooxidation to [(bpy)xNiIII] without an additional oxidant. The coupling reaction of arenes with perfluoroheptanoic acid occurs with 100% conversion of reactants in a single step at room temperature under nanoheterogeneous conditions. The catalyst content is only 1% with respect to the substrates under electrochemical regeneration conditions. The catalyst can be easily separated from the reaction mixture and reused a minimum of five times. The results emphasize immobilization on the silica support and the electrochemical regeneration of NiIII complexes as a facile route for developing an efficient nanocatalyst for oxidative functionalization.

Graphical abstract: A Ni(iii) complex stabilized by silica nanoparticles as an efficient nanoheterogeneous catalyst for oxidative C–H fluoroalkylation

Supplementary files

Article information

Article type
Paper
Submitted
18 Apr 2016
Accepted
21 Jun 2016
First published
22 Jun 2016
This article is Open Access
Creative Commons BY license

Dalton Trans., 2016,45, 11976-11982

A Ni(III) complex stabilized by silica nanoparticles as an efficient nanoheterogeneous catalyst for oxidative C–H fluoroalkylation

M. N. Khrizanforov, S. V. Fedorenko, S. O. Strekalova, K. V. Kholin, A. R. Mustafina, M. Ye. Zhilkin, V. V. Khrizanforova, Y. N. Osin, V. V. Salnikov, T. V. Gryaznova and Y. H. Budnikova, Dalton Trans., 2016, 45, 11976 DOI: 10.1039/C6DT01492E

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