À
Palladium on Charcoal as a Recyclable Catalyst for C S Cross-Coupling of Thiols
COMMUNICATIONS
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Entry
Pd/C
Yield [%][b]
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1
2
3
4
5
6
fresh
96
96
95
94
94
93
first reuse
second reuse
third reuse
fourth reuse
fifth reuse
[a]
Reaction conditions: iodobeneze (10 mmol) , thiolphenol
(10 mmol), KOH (15 mmol), and DMSO (10 mL), 9 h,
1108C,under N2. 2 mol% Pd/C (5 wt%) was used in the
first run, then the recovered catalyst was used directly in
the next runs.
[b]
Isolated yield.
desired aryl sulfide. All products gave satisfactory spectro-
scopic and analytical data.
Typical Procedure for Recovering the Pd/C Catalyst
When the coupling reaction of benzenethiol with iodoben-
zene in a scale of 10 mmol was complete, the reaction mix-
ture was cooled to room temperature. Then the mixture was
filtered and the filter residue was washed with deionized
water (5 mL) and CH2Cl2 (5 mL), and dried in air at room
temperature to recover the Pd/C catalyst in quantitative
yield. The dried Pd/C catalyst was then reused directly in
the next reaction.
Acknowledgements
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The authors gratefully acknowledge the financial support of
the National Natural Science Foundation of China (No.
20702047 and J0830413) and the Natural Science Foundation
of Zhejiang Province (R407106 and Y4090028).
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