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Selective hydrogenation of the C O bond of ketones using Ni(0) complexes with a chelating bisphosphine
Ist Teil von
Journal of molecular catalysis. A, Chemical, 2009-08, Vol.309 (1), p.1-11
Ort / Verlag
Amsterdam: Elsevier B.V
Erscheinungsjahr
2009
Quelle
Access via ScienceDirect (Elsevier)
Beschreibungen/Notizen
The nickel complexes [(dippe)Ni(η
2-
O,
C-benzophenone)] (
2), [(dippe)Ni(η
2-
O,
C-4-methylbenzophenone)] (
3), [(dippe)Ni(η
2-
O,
C-acetophenone)] (
4), [(dippe)Ni(η
2-
O,
C-acetone)] (
5), [(dippe)Ni(η
2-
O,
C-fluorenone)] (
6), [(dippe)Ni(η
2-
O,
C-di(2-pyridyl) ketone)] (
7a) [(dippe)Ni(κ
2-
N,
N-di(2-pyridyl) ketone)] (
7b), [(dippe)Ni(κ
2-
O,
O-2,2′-pyridil)] (
8), [(dippe)Ni(κ
2-
O,
O-benzil)] (
9a), and [((dippe)Ni)
2(η
2-
O,
C-benzil)] (
9b) were prepared by the reaction of [(dippe)Ni(μ-H)]
2 (
1) with the corresponding ketone or 1,2-diketone at room temperature. The structures of compounds
2,
6,
9a and
9b were confirmed by X-ray crystallography. The selective hydrogenation of the two types of substrates was undertaken using H
2, giving high conversions to the corresponding reduction products, either alcohols or alkanes. Tunable reaction conditions to promote the partial or total hydrogenation (hydrogenolysis) of the substrates are described.
The reduction of ketones and diketones to yield an alcohol or alkane can be selectively achieved with nickel complexes and properly selecting the reaction conditions.