Reduction of Nitriles Catalyzed by Nonclassical Ruthenium Hydrides
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Miniclave), comparable with a Fischer-Porter bottle, according to
our previously reported procedure.[17] The use of pressurized H2 gas
can be hazardous and must only be carried out with suitable equip-
ment and under appropriate safety precautions.
General Procedure for Nitrile Reduction: Complex 3 (0.01 mmol),
nitrile (2.5 mmol), toluene (3 mL), and water (0.05 mmol when ap-
plicable) were charged in a steel autoclave (10 mL) under an argon
atmosphere. The autoclave was pressurized with H2 (75 bar) and
heated at 135 °C. Upon heating, the initial pressure reaches a value
between 90 and 95 bar, and then it drops as the reaction progresses.
After the predetermined reaction time, the autoclave was cooled
and hydrogen was released. Mesitylene (1 mmol) was added as an
internal standard to the reaction mixture, and the conversion of
nitriles and yields of products were analyzed by GC (25 CW20µ-
AM Macherey–Nagel column, inner diameter 0.25 mm; film thick-
ness 0.25 µm; 50–250 °C).
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Supporting Information (see footnote on the first page of this arti-
cle): Computational details, alternative reaction pathways and their
corresponding energy profiles, calculated energies, and Cartesian
coordinates.
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Acknowledgments
This work was supported in part by the Cluster of Excellence “Tai-
lor-Made Fuels from Biomass” (TMFB), which is funded by the
Excellence Initiative of the German Federal and State Govern-
ments to promote science and research at German Universities.
C. G. is grateful to the Alexander von Humboldt Foundation for
the award of a Humboldt Research Fellowship. We thank J. Wur-
litzer and H. Eschmann for the GC measurements. Generous
allocation of computer time by the Rechen- und Kommunika-
tionszentrum of RWTH Aachen University is gratefully acknowl-
edged.
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If one assumes the energetic span to be lower by 1 and 2 kcal/
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