10.1002/cctc.201701279
ChemCatChem
FULL PAPER
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Experimental Section
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Preparation of [Pd(NHC)(cin)Cl] complexes:
Suzuki-Miyaura cross-coupling:
A catalyst solution in CH2Cl2 was
prepared. The corresponding volume of solution was added to a vial and
the CH2Cl2 was finally removed under vacuum. Under air, in the vial
equipped with a stirring bar and sealed with a screw cap fitted with a
septum, were added the boronic acid (0.5 mmol, 1 equiv.) and the aryl-,
heteroarylchloride (0.5 mmol) when the latter was a solid. In the glovebox,
K2CO3 (76 mg, 0.55 mmol, 1.1 equiv.) was added. Under inert
atmosphere (N2), were added EtOH (1 mL) and the aryl-,
heteroarylchloride (0.5 mmol) when it was a liquid. After reaction at 24 or
40 °C, (except when otherwise mentioned) an equal volume of water and
CH2Cl2 (10 mL) were added and the aqueous phase was extracted with
3x10 mL of CH2Cl2. The combined organic phases were dried over
MgSO4 and the solvent was removed under vacuum. As a function of the
substrate, the desired compound may require further purification by
column chromatography but generally does not. Full details are provided
in ESI.
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Acknowledgements
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We gratefully acknowledge the European Commission (EC) for
funding through the seventh framework program SYNFLOW, the
European Research Council (ERC) (Advanced Investigator
Award “FUNCAT” to S. P. N.), The Engineering and Physical
Sciences Research Council (EPSRC) and AstraZeneca
(Studentship to C. M. Z.). We thank the EPSRC National Mass
Spectrometry Service Centre in Swansea for mass
spectrometric analyses. We thank King Saud University and
King Abdullah University of Science and Technology (Award No.
OSR-2015-CCF-1974-03.)
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Keywords: Catalysis • NHC • Palladium • Ligands• Suzuki-
Miyaura• DFT
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