Inexpensive Ruthenium NNS‐Complexes as Efficient Ester Hydrogenation Catalysts with High C=O vs. C=C Selectivities | Zendy

Stadler Bernhard M. | Zendy; Puylaert Pim | Zendy; Diekamp Justus | Zendy; van Heck Richard | Zendy; Fan Yuting | Zendy; Spannenberg Anke | Zendy; Hinze Sandra | Zendy; de Vries Johannes G. | Zendy

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Inexpensive Ruthenium NNS‐Complexes as Efficient Ester Hydrogenation Catalysts with High C=O vs. C=C Selectivities

Author(s) -

Stadler Bernhard M.,

Puylaert Pim,

Diekamp Justus,

van Heck Richard,

Fan Yuting,

Spannenberg Anke,

Hinze Sandra,

de Vries Johannes G.

Publication year - 2018

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201701607

Subject(s) - chemistry , ruthenium , catalysis , allylic rearrangement , selectivity , amine gas treating , alcohol , solvent , noyori asymmetric hydrogenation , organic chemistry , medicinal chemistry

Ru(NNS)(PPh 3 )Cl 2 (NNS=2‐(methylthio)‐N‐(pyridin‐2‐yl‐methyl)ethan‐1‐amine) was employed in the hydrogenation of α,β‐unsaturated esters, reaching selectivities for the allylic alcohol up to 95% in the hydrogenation of iso‐butylcinnamate. In addition, several ester substrates were hydrogenated with catalyst loadings as low as 0.05 mol%. Surprisingly, selectivity of the hydrogenation of the C=O vs the C=C bonds strongly depends on the solvent.

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