Camacho-Bunquin J.
*
Ferrandon M.
Sohn H.
Yang D.
Liu C.
de Leon PA. I.
Perras FA.
Pruski M.
Stair PC.
*
Delferro M.
* Argonne National Laboratory, Lemont, U.S. Department of Energy and Iowa State University,
Ames, and Northwestern University, Evanston, USA
Chemoselective Hydrogenation with Supported Organoplatinum(IV) Catalyst on Zn(II)-Modified
Silica.
J. Am. Chem. Soc. 2018;
140: 3940−3951
Key words
hydrogenation - chemoselectivity - nitroarenes - platinum catalysis
Significance
An organoplatinum(IV) catalyst supported on Zn(II)-modified SiO2 [(MeCp)PtH/Zn/SiO2], prepared as shown in equation 1, catalyzed the semihydrogenation of buta-1,3-diene
under H2 to afford butenes in 86% conversion with 89% mono-olefin selectivity (eq. 2). The
catalyst also promoted the chemoselective hydrogenation of nitrobenzenes bearing various
reducible substituents, such as alkene, nitrile, or carbonyl groups, to afford the
corresponding anilines in up to >99% conversion and up to >99% selectivity, with the
substituents remaining intact (eq. 3).
Comment
The catalyst was characterized by means of solid-state NMR, XANES, EXAFS, PXRD, HR-TEM,
TPR-H2, NH3-TPD, DRIFTS, DRUV-vis, and elemental analyses. In the hydrogenation of nitrobenzene,
the catalyst was recovered by decantation and reused twice without loss of its catalytic
activity.
