Novel ruthenium–pyridinedicarboxylate complexes of terpyridine and chiral bis(oxazolinyl)pyridine: a new catalytic system for alkene epoxidation with [bis(acetoxy)iodo]benzene as an oxygen donor

(Note: The full text of this document is currently only available in the PDF Version )

Hisao Nishiyama and Yukihiro Motoyama


Abstract

Ruthenium–pyridine-2,6-dicarboxylate (pydic) complexes 1–3 of terpyridine and chiral bis(oxazolinyl)pyridines (pybox-ip and pybox-ph), which can be synthesized from [Ru(p-cymene)Cl2]2 and the corresponding ligands, exhibit catalytic activity for epoxidation of trans-stilbene in combination with [bis(acetoxy)iodo]benzene: asymmetric induction with 2 was observed in 74% ee for trans-stilbene.


References

  1. For review, see G. A. Barf and R. A. Sheldon, J. Mol. Catal. A: Chem., 1995, 102, 23 Search PubMed and references cited therein C.-M. Che, Pure Appl. Chem., 1995, 67, 225 CrossRef CAS; T. Mukaiyama and T. Yamada, Bull. Chem. Soc. Jpn., 1995, 68, 17 Search PubMed; K. A. Jörgensen, Chem. Rev., 1989, 89, 431 CrossRef CAS; S. I. Murahashi, Angew. Chem., Int. Ed. Engl., 1995, 34, 2443 CAS.
  2. For example: G. A. Barf, D. van den Hoek and D. Sheldon, Tetrahedron, 1996, 52, 12 971 Search PubMed; A. M. J. Jorna, A. E. M. Boerrijk and H. J. Hoorn, React. Funct. Polym., 1996, 29, 10 CrossRef CAS; H. Aneetha, J. Padmaja and P. S. Zacharias, Polyhedron, 1996, 15, 2445 CrossRef; M. H. Robbins and R. S. Drago, J. Chem. Soc., Dalton Trans., 1996, 105 CrossRef CAS; W.-Y. Ru, W.-C. Cheng and C.-M. Che, Polyhedron, 1994, 13, 2963 RSC.
  3. G. Balavoine, C. Eskenazi, F. Meunier and H. Rivière, Tetrahedron Lett., 1984, 25, 3187 CrossRef CAS; C. Eskénazi, G. Balavione, F. Meuneir and H. Rivière, J. Chem. Soc., Chem. Commun., 1985, 1111 RSC.
  4. H. Nishiyama, Y. Itoh, Y. Sugawara, H. Matsumoto, K. Aoki and K. Itoh, Bull. Chem. Soc. Jpn., 1995, 68, 1247 CAS and references cited therein.
  5. H. Nishiyama, S.-B. Park, M. Haga, K. Aoki and K. Itoh, Chem. Lett., 1994, 1111 CAS.
  6. C. Augier, L. Malara, V. Lazzeri and B. Waegell, Tetrahedron Lett., 1995, 36, 8775 CrossRef CAS and references for ruthenium-catalysed oxidation cited therein. For a review, see G. A. Barf and R. A. Sheldon, J. Mol. Catal. A: Chem., 1995, 102, 23 Search PubMed.
  7. W.-H. Fung, W.-C. Cheng, W.-Y. Yu, C.-M. Che and T. C. W. Mak, J. Chem. Soc., Chem. Commun., 1995, 2007 RSC.
  8. D. A. Tocher, R. O. Gould and T. A. Stephenson, J. Chem. Soc., Chem. Commun., 1983, 1571 Search PubMed.
Click here to see how this site uses Cookies. View our privacy policy here.