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D
X. Zhao, X. Liu, and M. Lu
The recycling and recovery of a catalytic system are a very
important issue from both practical and environmental points of
view. To evaluate the reusability of the thermoregulated ligand-
Pd(OAc)2 catalyst, recycling studies were carried out for the
cross-coupling of bromobenzene with phenylacetylene using
the optimal reaction conditions. After the reaction was complete
and cooled to room temperature, the product was extracted with
diethyl ether and the water phase containing the catalyst was
loaded with the reactants and bases for the next run. As shown in
Table 3, the catalytic system could be recycled three times while
still maintaining a satisfactory yield. A significant decrease in
the catalytic activity was observed in the fourth and fifth
recycling experiments.
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Conclusions
We have described an environmentally friendly water-based
catalytic system for Sonogashira reactions that allow product/
catalyst separation by simple variation of temperature without
the need of any organic solvent. The novel catalytic system
exhibits high efficiency and excellent reusability. In addition,
the Sonogashira reactions are performed in air, catalyzed with
Pd(OAc)2, and without a copper co-catalyst.
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the 1H NMR spectra of all cross-couplings are available on the
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