A Fortuitous, Mild Catalytic Carbon–Carbon Bond Hydrogenolysis by a Phosphine-Free Catalyst
Keyword(s):
The putative catalyst trans-[Ru((S,S)-skewphos)(H)2((R,R)-dpen)] (skewphos = 2,4-bis(diphenylphosphino)pentane; dpen = 1,2-diphenylethylenediamine) transforms the trifluoroacetyl amide 2,2,2-trifluoro-1-(piperidin-1-yl)ethanone under mild conditions (4 atm H2, room temperature, 4–24 h, 1 mol-% Ru, 15 mol-% KOtBu in tetrahydrofuran) to generate the formylated amine 1-formylpiperidine and fluoroform via C–C bond hydrogenolysis. Catalysts are also prepared by reacting cis-[Ru(η3-C3H5)(MeCN)2(COD)]BF4 (COD = 1,5-cyclooctadiene) with diamine ligands in situ. Low-temperature NMR studies provided insight into this reaction.
2002 ◽
Vol 2002
(9)
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pp. 439-441
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1997 ◽
pp. 3679-3684
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2017 ◽
Vol 15
(15)
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pp. 3165-3169
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2020 ◽
Vol 124
(39)
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pp. 21396-21406
2017 ◽
Vol 13
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pp. 2023-2027
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