Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 18, 2018
Previous Article Next Article

Solvent-free direct α-alkylation of ketones by alcohols catalyzed by nickel supported on silica–alumina

Author affiliations

Abstract

The α-alkylation of acetophenone with benzyl alcohol through borrowing hydrogen has been studied using nickel catalysis. Ni/SiO2-Al2O3 was found to be the best catalyst for this transformation and the corresponding alkylated acetophenone was obtained with 93% isolated yield. Following the objectives of clean and sustainable chemistry, the reaction occurs under solvent-free conditions and requires only a catalytic amount of base. This protocol was next applied to a wide range of ketones and alcohols and the desired products were isolated with 18–86% yields (26 examples). The recovery and recyclability of the nickel catalyst was also investigated and it was found to be active over 5 runs without significant loss of activity. Surprisingly, the active catalyst appears to include an amorphous nickel hydroxide layer.

Graphical abstract: Solvent-free direct α-alkylation of ketones by alcohols catalyzed by nickel supported on silica–alumina

Back to tab navigation

Supplementary files

Publication details

The article was received on 22 Jun 2018, accepted on 25 Aug 2018 and first published on 27 Aug 2018


Article type: Communication
DOI: 10.1039/C8GC01958D
Citation: Green Chem., 2018,20, 4210-4216

  •   Request permissions

    Solvent-free direct α-alkylation of ketones by alcohols catalyzed by nickel supported on silica–alumina

    A. Charvieux, J. B. Giorgi, N. Duguet and E. Métay, Green Chem., 2018, 20, 4210
    DOI: 10.1039/C8GC01958D

Search articles by author

Spotlight

Advertisements