10.1002/adsc.201800468
Advanced Synthesis & Catalysis
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Experimental Section
To a solution of aryl bromide (5.0 mmol) and benzyl
mesylates (7.5 mmol) in CH3CN (8.0 mL) manganese
powder (2.2 equiv., 11.0 mmol, 605 mg) was added.
Trifluoroacetic acid (0.1 mL) was added to it, in order to
activate manganese followed by the addition of dodecane
or n-decane (0.1 mL) as internal standard. The reaction
mixture was stirred for approximately 10 min. Then, CoBr2
(5 mol%, 0.25 mmol, 55 mg) was added and the resulting
reaction mixture was stirred at 45°C until the
disappearance of either of the starting materials. Upon
completion, the mixture was then quenched with a solution
of 2M HCl (25 mL) or with saturated NH4Cl solution (in
case basic nitrogen containing compounds) and was stirred
vigorously until layers turned clear. The solution was then
extracted with CH2Cl2 or EtOAc (3 x 25 ml), dried over
MgSO4, filtered and concentrated in vacuo. Purification of
the resulting oil or solid by flash chromatography over
silica with petroleum ether/ethyl acetate mixtures afforded
the pure compounds.
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Acknowledgements
We thank Ecole polytechnique for postdoctoral fellowships to
B.R.P.R.. and S.C. and CNRS for financial support. We are
grateful to Dr. Sophie Bourcier for HRMS measurement.
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