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

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

Dalton transactions (Cambridge, England : 2003) (2016-07-08)
Mikhail N Khrizanforov, Svetlana V Fedorenko, Sofia O Strekalova, Kirill V Kholin, Asiya R Mustafina, Mikhail Ye Zhilkin, Vera V Khrizanforova, Yuri N Osin, Vadim V Salnikov, Tatyana V Gryaznova, Yulia H Budnikova
ABSTRACT

We have developed Ni(III)-doped silica nanoparticles ([(bpy)xNi(III)]@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)3Ni(II)] on silica nanoparticles along with its subsequent electrooxidation to [(bpy)xNi(III)] 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 Ni(III) complexes as a facile route for developing an efficient nanocatalyst for oxidative functionalization.

MATERIALS
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Sigma-Aldrich
Perfluoroheptanoic acid, ≥97.0%