Raed Abu-Reziq et al.
FULL PAPERS
2
9.44, 29.5, 31.86, 47.93, 48.16, 48.42, 50.4, 58.59, 159.22; IR:
lyzed by spectral methods. The catalyst was washed twice
with 10 mL of methanol, and used for subsequent cycles.
À1
n=2965, 2922, 2859, 1651 cm ; anal. calcd. for
C H ClN O Si: C 58.57, H 10.50, N 6.21; found: C 58.02, H
22
47
2
3
11.05, N 6.41.
Acknowledgements
General Procedure for Supporting Ionic Liquids on
Magnetite Nanoparticles
We are grateful to Sasol Technology, and to the Natural Sci-
ences and Engineering Research Council of Canada, for sup-
port this research.
The magnetite nanoparticles were prepared according to
[12]
Massartꢁs method . Briefly, 11.6 g of FeCl ·6H O and 4.3 g
3
2
of FeCl ·4H O were mixed in 400 mL of degassed water.
2
2
The mixture was heated at 858C, and then 15 mL of concen-
trated ammonia (28%) were added quickly. The heating
was continued for another 30 min. After cooling to room
temperature, the solution was decanted and the black pre-
cipitate was washed five times with 200 mL water. The black
magnetite nanoparticles were suspended in 500 mL of etha-
nol (95%) and sonicated for 60 min. The resulted suspen-
sion was mechanicallystirred and a solution of 100 mL etha-
nol (95%) containing 6 mmol of the desired functionalized
ionic liquid and 2 mL of concentrated ammonia (28%) were
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added. Stirring under N was continued for 36 h. The modi-
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fied magnetite nanoparticles were magneticallyseparated
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Supporting Platinum Nanoparticles on Ionic Liquid-
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One gram of the desired ionic liquid-modified magnetite
nanoparticles was dissolved in 400 mL of methanol and soni-
cated for 30 min. The solution was mechanicallystirred and
[
[
[
4
0
.33 g of K PtCl dissolved in 10 mL of water were added.
2 4
1
The resulted mixture was stirred for 24 h, and then 0.6 mL
of hydrazine was added. After stirring for 3 h, the supported
platinum nanoparticles were magneticallyseparated and
washed twice with 100 mL water, and twice with 100 mL
methanol. The washed nanoparticles were dissolved in
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5
0 mL of methanol. The concentration of the supported
platinum nanoparticles on magnetite nanoparticles in the
methanol solution was 22 mgmL and the loading of plati-
num was 0.56 mmolg.
À1
À1
2
2, 455–462.
General Procedure for the Hydrogenation Reaction
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One mL of the platinum nanoparticles solution was added
to 4 mL of methanol containing 0.5 mmol of the appropriate
substrate and the resultant mixture was placed in a 45-mL
glass-lined autoclave. After sealing, the autoclave was
purged three times with hydrogen and pressurized with 200
psi of hydrogen. The autoclave was placed in an oil bath
and heated at 908C. After the appropriate reaction time, the
autoclave was cooled to room temperature and the hydro-
gen was released. After magnetic separation of the catalyst,
the solution was concentrated and the products were ana-
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2150
ꢀ 2007 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Adv. Synth. Catal. 2007, 349, 2145 – 2150