(Cyclopentadienone)Iron–Tricarbonyl Complexes
FULL PAPER
General reaction conditions for the synthesis of 12: In a dried Schlenk
tube under argon atmosphere, Me3NO (0.3 mmol) was added to a solution
of 1 (0.2 mmol) in degassed acetonitrile (2 mL). The reaction mixture,
protected from light, was stirred at room temperature for 3 h.
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General procedure for the hydrogenation of aromatic aldehydes: A
25 mL dried autoclave that contained a stirring bar was charged with al-
dehyde (1 mmol), amine (1.2 mmol), NH4PF6 (10 mol%) and degassed
methanol (2 mL) under argon. The mixture was stirred at 858C for 1 h.
A mixture of 1 (5 mol%) and Me3NO (5 mol%) in methanol (1 mL) was
stirred for 30 min in a dried Schlenk tube under argon and added to the
autoclave. The autoclave was pressurised to 5 bar of hydrogen and stirred
at 858C for 16 h. The reactor was cooled to room temperature and the
remaining hydrogen was carefully vented. The mixture was filtered over
deactivated neutral alumina (3% of water) by using ethyl acetate as
eluent. The crude product was purified by silica gel column chromatogra-
phy using pentane/ethyl acetate/triethylamine (0.5%) to afford the pure
reductive amination product.
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Acknowledgements
The authors declare no competing financial interest. The authors thank
Oril Industries for a post-doc fellowship (S.M.). We gratefully acknowl-
edge financial support from the “Ministꢆre de la Recherche et des Nou-
velles Technologies” for a PhD grant for A.P.O., CNRS (Centre National
de la Recherche Scientifique), the “Rꢁgion Basse-Normandie”, the
“CRUNCH” interregional network and the European Union (FEDER
funding). A.P. thanks the Spanish MICINN for a Ramꢇn y Cajal contract
(RYC-2009-04170), the Generalitat de Catalunya (2012 BE100824) and
the European Commission for a Career Integration Grant (CIG09-GA-
2011-293900). The authors warmly thank Dr. Rꢁmi Legay for the NMR
spectroscopic analysis.
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