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Green Chemistry
Page 6 of 7
DOI: 10.1039/C8GC01958D
ARTICLE
Journal Name
absorbed water at ~3400 cm-1 with the corresponding bending
modes at ~1600 cm-1, and ii) the two peaks associated with the
bending modes of lattice OH at ~1390 and 1490 cm-1.[42,45,46]
Note that while the IR active modes of α-Ni(OH)2 at ~390, ~470
and ~650 cm-1 are not measured in the standard FTIR
experiment, the combination bands at ~840 and 1050 cm-1 are
visible. The spectrum for the used catalyst shows the same
peaks with the addition of small peaks associated with organic
residues from the reaction environment. Characterization of
the Ni/SiO2-Al2O3 catalyst before and after use, as well as its
stability during recycling tests suggest that the active surface
of the catalyst is composed by amorphous Ni(OH)2 and the
support in contact with the neat reagents.
9
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Conclusions
In conclusion, we have demonstrated that acetophenone
could be alkylated with benzyl alcohol through a borrowing
hydrogen methodology using Ni/SiO2-Al2O3 as
a cheap
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under solvent-free conditions and requires only a catalytic
amount of base. Under these conditions, the corresponding
alkylated acetophenone was obtained with 93% isolated yield.
The optimized conditions were then applied to a wide range of
ketones and alcohols and the desired products were obtained
with 18-86% isolated yields (26 examples). Satisfyingly,
Ni/SiO2-Al2O3 could be recycled over 5 runs without significant
loss of activity.
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Conflicts of interest
There are no conflicts to declare.
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Acknowledgements
The authors thank the Ministère de l’Enseignement Supérieur, de
la Recherche et de l’Innovation (MESRI) for a Ph.D. grant to A. C.
and the LIA FUN-CAT for financing his research stay in the
University of Ottawa. J. B. G. thanks the Natural Sciences and
Engineering Research Council of Canada for funding (NSERC
grant RGPIN 2014-261560).
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