10.1002/chem.201605218
Chemistry - A European Journal
COMMUNICATION
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milder conditions in better yields. From a synthetic point of view
it is interesting that functional groups such as ketone, C-C
double bonds or amides are well tolerated. Notably, structurally
closely related complexes such as 3 do not show any activity
under our optimal conditions.
Experimental Section
An oven dried pressure tube was charged with Mn precursor 2
(10.6 mg, 0.02 mmol) and t-BuOK (56 mg, 0.5 mmol). Amines
(1 mmol) were weighed into the pressure tube under air, and the
pressure tube was connected to a Schlenk line and vacuum-
argon exchange was performed three times. Dry, degassed
methanol (1.5 mL) and amines (in case of liquid ones) were
charged under an argon stream after the three vacuum-argon
exchanges. The pressure tube was closed with a Teflon®
stopper and was heated to 100 °C. After 16 h the reaction
mixture was cooled to room temperature and extracted with
ethyl acetate / water. The organic layer was dried over MgSO4
and transferred into a round bottom flask. SiO2 (350 mg) was
added to the mixture. The solvent was removed in vacuo and
the product was purified by column chromatography using
pentane and ethyl acetate (100:0 to 0:100). The product was
analyzed by 1H and 13C NMR spectroscopy as well as mass
spectroscopy using EI (70eV) as ionization method.
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Acknowledgements
We thank Dr. C. Fischer, S. Buchholz and S. Schareina (all at
LIKAT) for their excellent technical and analytical support. S.E
thanks the ‘Region Bretagne’ and LIKAT for a PhD fellowship.
Keywords: Borrowing hydrogen • amines • methylation •
manganese • pincer complex
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