4.5 Article

Dirhodium(II) Complexes of 2-(Sulfonylimino)pyrrolidine: Synthesis and Application in Catalytic Benzylic Oxidation

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2012, Issue 16, Pages 3088-3092

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201200292

Keywords

Rhodium; N ligands; Bridging ligands; Homogeneous catalysis; Benzylic oxidation

Funding

  1. National Natural Science Foundation of China [20972182, 21172251]
  2. Western Light program [XBBS200820]
  3. Chinese Academy of Sciences

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A new class of dirhodium(II) tetraamidinates derived from 2-(sulfonylimino)pyrrolidines has been prepared through ligand substitution by using dirhodium(II) acetate, in which (3,1) geometric isomers are formed predominantly. Among these complexes, (3,1)-Rh2(Msip)4, exhibits good catalytic performance in benzylic oxidation. In the presence of (3,1)-Rh2(Msip)4 a variety of benzylic derivatives, including strongly electron-deficient arylalkanes such as 1-ethyl-4-nitrobenzene, are readily oxidized in water by the inexpensive oxidant T-HYDRO (R) (70 wt.-% aqueous tert-butyl hydroperoxide).

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