Skip to main content
Log in

Synthesis, spectroscopic characterization and electronic structure of some new Cu(I) carbene complexes

  • Published:
Journal of Chemical Sciences Aims and scope Submit manuscript

Abstract

Reaction of oligomeric Cu(I) complexes [Cu(Μ-S-C(=NR)(O-Ar-CH3)]n with Lewis acids gave Cu(I) carbene complexes, which were characterized by1H and13C NMR spectroscopy. Cu(I) carbene complexes could be directly generated from RNCS, Cu(I)-OAr and Lewis acids; this method can be used to prepare Cu(I) carbene complexes with different substitutents on the carbene carbon. The complexes were unreactive towards olefins and do not undergo cyclopropanation. Electronic structure calculations (DFT) show that the charge on the carbene carbon plays an important role in controlling the reactivity of the carbene complex.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Dotz K H 1984Angew. Chem., Int. Ed. Engl. 23 587;

    Article  Google Scholar 

  2. Harvey D F and Sigano D M 1996Chem. Rev. 96 271

    Article  CAS  Google Scholar 

  3. Fischer E O and Maasbol A 1964Angew. Chem., Int. Ed. Engl. 3 580

    Article  Google Scholar 

  4. Kirmse W 2003Angew. Chem. Int. Ed. 42 1088

    Article  CAS  Google Scholar 

  5. Deyre M P 1986Chem. Rev. 86 919

    Article  Google Scholar 

  6. Mcclererty J A and Da Meta M M M 1973J. Chem. Soc. 2571

  7. Feltzin J, Restaino A J and Mesrobian R B 1955J. Am. Chem. Soc. 77 206

    Article  CAS  Google Scholar 

  8. Barn E E H, Ledeith A and Whittlesfos 1960J. Am. Chem. Soc. 72 115

    Google Scholar 

  9. Raubenheimer H G, Stephanie C and Olivier P 1995J. Chem. Soc., Dalton Trans. 313

  10. Arduengo A, Resike B H V and Joseph 1993Organometallics 12 3405

    Article  CAS  Google Scholar 

  11. Raubenheimer H G, Cronje S, Rooyer P V, Pierre O J and James T G 1994Angew. Chem., Int. Ed. Engl. 33 672

    Article  Google Scholar 

  12. Straub B F and Hofmann P 2001Angew. Chem. Int. Ed. 40 1288

    Article  CAS  Google Scholar 

  13. Barluenga J, Lopez L A, Lober O, Tomas M, Granda S G, Rua C A and Borge J 2001Angew. Chem. Int. Ed. 40 3392

    Article  CAS  Google Scholar 

  14. Kaur H, Zinn F K, Stevens E D and Nolan S P 2004Organometallics 1157

  15. Barluenga J, Barrio P, Vicente R, Lopez L A and Tomas M 2004J. Organomet. Chem. 689 3793

    Article  CAS  Google Scholar 

  16. Narasimhamurthy N, Samuelson A G and Manohar M 1989J. Chem. Soc., Chem. Commun. 1808

  17. Santosh A, Narasimhamurthy N, Nethaji M and Samuelson A G 1993Inorg. Chem. 32 1739

    Article  Google Scholar 

  18. Christina W, Samuelson A G and Nethaji M 1997Inorg. Chem. 35 811

    Google Scholar 

  19. Baskaran C 1997Insertion reactions of copper (I) aryloxides with heterocumulenes, PhD thesis, Indian Institute of Science, Bangalore

    Google Scholar 

  20. Becke A D 1993J. Chem. Phys. 98 5648

    Article  CAS  Google Scholar 

  21. Gaussian 98, Revision A. 11.3 2002 Frisch M Jet al Gaussian, Inc., Pittsburgh PA

  22. Reed A E, Curtis L A and Weinhold F 1998Chem. Rev. 88 899;

    Article  Google Scholar 

  23. Reed A E and Weinhold F 1986J. Am. Chem. Soc. 108 3586

    Article  CAS  Google Scholar 

  24. Reed A E, Weinstock R B and Weinhold F 1985J. Chem. Phys. 83 735

    Article  CAS  Google Scholar 

  25. Reed A E and Weinhold F 1985J. Chem. Phys. 83 1736

    Article  CAS  Google Scholar 

  26. Pearson R G 1963J. Am. Chem. Soc. 85 3533

    Article  CAS  Google Scholar 

  27. Doering W V E and Roth W 1963Angew. Chem. 75 27

    Article  CAS  Google Scholar 

  28. Muller E and Fricke H 1962Annalen 661 1

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Ashoka G. Samuelson.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sivasankar, C., Baskaran, C. & Samuelson, A.G. Synthesis, spectroscopic characterization and electronic structure of some new Cu(I) carbene complexes. J Chem Sci 118, 237–242 (2006). https://doi.org/10.1007/BF02708282

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02708282

Keywords

Navigation