Job/Unit: O43194
/KAP1
Date: 10-11-14 12:20:38
Pages: 8
C. Crévisy, M. Mauduit, E. Schulz et al.
SHORT COMMUNICATION
[4]
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Table 4. Conversion of different substrates with C1 on STNF
-
TMS.[a]
Run
Reaction
Conversion[b] [%] Time [min]
First catalytic batch
1
1
2
3
4
1
99
99
95
51
60
60
30
30
60
60
[5]
[6]
2
3[c]
4
5
Second catalytic batch
[7]
[8]
6
7
8
9
1
2
3
4
1
97
99
96
68
42
60
30
30
60
60
10
[a] Conditions: Ru (1 mol-%), Ru/TNF = 1:9, 40 °C, CH2Cl2.
[b] Determined by GC analysis. [c] Inductively coupled plasma
mass spectrometry analyses revealed a Ru content of 329 ppm in
15 for this run.
with this mended catalyst and the same results as those ob-
tained for the first support use were obtained (Table 4,
runs 6–10).
[9]
Conclusions
Catalyst C1 supported on STNF-TMS was thus demon-
strated to be a reusable catalyst for performing various
metathesis transformations in a multisubstrate procedure,
which has rarely been described in the literature,[28,29] by
utilizing a somewhat low Ru loading of 1 mol-% to promote
difficult reactions such as cross metathesis. After catalyst
degradation, the support was also easily recovered by sim-
ple washing, and it was efficiently reused with a new batch
of catalyst; this system performed as well as the first system.
Recycling of ruthenium-based catalysts by charge-transfer
interactions has thus been successfully proved.
[10]
[11]
Supporting Information (see footnote on the first page of this arti-
cle): Synthetic and catalytic procedures, stability tests, NMR spec-
tra, and X-ray data.
[12]
[13]
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Chem. 2009, 48, 2383–2390.
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1880–1884.
Acknowledgments
[14]
[15]
A. Das, S. Ghosh, Angew. Chem. Int. Ed. 2014, 53, 2038–2054;
This work was supported by the Agence Nationale de la Recherche
(ANR) (ANR-12-CD2I-0002 Cflow-OM), the Ministère de la Re-
cherche et de la Technologie, and the Centre National de la Recher-
che Scientifique (CNRS). Dr. S. Franger is gratefully acknowledged
for his precious help with the BET analyses.
Angew. Chem. 2014, 126, 2068–2084.
a) A. Milenkovic, D. Loffreda, E. Schulz, H. Chermette, M.
Lemaire, P. Sautet, Phys. Chem. Chem. Phys. 2004, 6, 1169–
1180; b) R. Gil, J.-C. Fiaud, J.-C. Poulin, E. Schulz, Chem.
Commun. 2003, 2234–2235; c) R. Gil, M.-G. Guillerez, J.-C.
Poulin, E. Schulz, Langmuir 2007, 23, 542–548.
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Briel, Catal. Sci. Technol. 2013, 3, 429–435.
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992–1000.
CCDC-992930 (for 7), -1004847 (for C1), and -1010884 (for
CTC in Figure 3) contain the supplementary crystallographic
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[18]
[19]
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