A Fortuitous, Mild Catalytic Carbon-Carbon Bond Hydrogenolysis by a Phosphine-Free Catalyst

作者：Rasu Loorthuraja; Rennie Ben; Miskolzie Mark; Bergens Steven H^*

来源：Australian Journal of Chemistry, 2016, 69(5): 561-564.

DOI：10.1071/CH15792

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 tritluoroacetyl amide 2,2,2-tritthoro-1-(piperidin- 1 -ypethanone under mild conditions (4 atm H, room temperature, 4-24 h, 1 mol-% Ru, 15 mol-')/0 KOI3u in tetrahydrothran) to generate the formylated amine 1-formylpiperidinc and fluoroform via C-C bond hydrogenolysis. Catalysts arc also prepared by reacting cis-[Ru(eta(3)-C3H5)(MeCN)(2)(COD)]BF3 (COD 1,5-cyclooctadiene) with diamine ligands in situ. Low-temperature NMR studies provided insight into this reaction.

• 出版日期2016
• 单位Saskatchewan