Skip to main content
SpringerLink
Log in

Molten state and solvent-free systems studied by NMR spectroscopy: addition reactions catalyzed by transition metal complexes

  • Reviews
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

In the present review we address scarcely studied application area of NMR spectroscopy — investigation of molten state and solvent-free systems. In such a case NMR spectra are recorded without a solvent and without magnetic field stabilization on any nucleus. Taking our recent studies of catalytic addition of sulfur- and selenium-containing compounds to alkynes as examples, we describe most important practical aspects of NMR studies and their application for solving important chemical problems.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Green Chemistry: Theory and Practice, Eds P. T. Anastas, J. C. Warner, Oxford University Press, Oxford, 2000.

    Google Scholar 

  2. B. M. Trost, Science, 1991, 254, 1471.

    Article  CAS  Google Scholar 

  3. R. A. Sheldon, Chem. Ind., 1992, 903.

  4. J. O. Metzger, Angew. Chem., Int. Ed. Engl., 1998, 37, 2975.

    Article  CAS  Google Scholar 

  5. K. Tanaka, F. Toda, Chem. Rev., 2000, 100, 1025.

    Article  CAS  Google Scholar 

  6. G. W. V. Cave, C. L. Raston, J. L. Scott, Chem. Commun., 2001, 2159.

  7. P. J. Walsh, H. Li, C. A. de Parrodi, Chem. Rev., 2007, 107, 2503.

    Article  CAS  Google Scholar 

  8. H. R. Hobbs, N. R. Thomas, Chem. Rev., 2007, 107, 2786.

    Article  CAS  Google Scholar 

  9. A. Loupy, A. Petit, J. Hamelin, F. Texier-Boullet, P. Jacquault, D. Mathe, Synthesis, 1998, 1213.

  10. R. S. Varma, Green Chem., 1999, 1, 43.

    Article  CAS  Google Scholar 

  11. R. S. Varma, Pure Appl. Chem., 2001, 73, 193.

    Article  CAS  Google Scholar 

  12. M. Larhed, C. Moberg, A. Hallberg, Acc. Chem. Res., 2002, 35, 717.

    Article  CAS  Google Scholar 

  13. J. Tsuji, Transition Metal Reagents and Catalysts: Innovations in Organic Synthesis, J. Wiley and Sons, Chichester, 2000.

    Google Scholar 

  14. M. Beller, C. Bolm, Transition Metals for Organic Chemistry, Wiley-VCH, Weinheim, 1998.

    Book  Google Scholar 

  15. Handbook of Organopalladium Chemistry for Organic Synthesis, Ed. E. Negishi, J. Wiley and Sons, New York-Chichester, 2002, 1, 215.

    Google Scholar 

  16. I. P. Beletskaya, A. V. Cheprakov, Metal Complexes as Catalysts for C-C Cross-coupling Reactions, in Comprehensive Coordination Chemistry II, Eds J. A. McCleverty, T. J. Meyer, Elsevier, Oxford, 2004, 9, 305.

    Google Scholar 

  17. I. P. Beletskaya, C. Moberg, Chem. Rev., 2006, 106, 2320.

    Article  CAS  Google Scholar 

  18. F. Alonso, I. P. Beletskaya, M. Yus, Chem. Rev., 2004, 104, 3079.

    Article  CAS  Google Scholar 

  19. M. Beller, J. Seayad, A. Tillack, H. Jiao, Angew. Chem., Int. Ed., 2004, 43, 3368.

    Article  CAS  Google Scholar 

  20. I. P. Beletskaya, V. P. Ananikov, Eur. J. Org. Chem., 2007, 3431.

  21. I. P. Beletskaya, V. P. Ananikov, Pure Appl. Chem., 2007, 79, 1041.

    Article  CAS  Google Scholar 

  22. V. P. Ananikov, K. A. Gayduk, I. P. Beletskaya, V. N. Khrustalev, M. Yu. Antipin, Chem. Eur. J., 2008, 14, 2420.

    Article  CAS  Google Scholar 

  23. V. P. Ananikov, N. V. Orlov, I. P. Beletskaya, Organometallics, 2006, 25, 1970.

    Article  CAS  Google Scholar 

  24. V. P. Ananikov, N. V. Orlov, I. P. Beletskaya, Organometallics, 2007, 26, 740.

    Article  CAS  Google Scholar 

  25. V. P. Ananikov, D. A. Malyshev, I. P. Beletskaya, G. G. Aleksandrov, I. L. Eremenko, Adv. Synth. Catal., 2005, 347, 1993.

    Article  CAS  Google Scholar 

  26. P. C. M. Van Zijl, S. Sukumar, M. O. Johnson, P. Webb, R. E. Hurd, J. Magn. Reson. A, 1994, 111, 203.

    Article  Google Scholar 

  27. M. Weiger, T. Speck, M. Fey, J. Magn. Reson., 2006, 182, 38.

    Article  CAS  Google Scholar 

  28. W. E. Hull, Spin Report, 2004, 154–155, 15.

    Google Scholar 

  29. G. Roth, Spin Report, 2005, 156, 33.

    Google Scholar 

  30. D. Moskau, Concepts Magn. Reson. (Magn. Reson. Eng.), 2002, 15, 164.

    Article  Google Scholar 

  31. V. P. Ananikov, N. V. Orlov, I. P. Beletskaya, V. N. Khrustalev, M. Yu. Antipin, T. V. Timofeeva, J. Am. Chem. Soc., 2007, 129, 7252.

    Article  CAS  Google Scholar 

  32. V. P. Ananikov, Novosti YaMR v Pis’makh, 2007, 1799 [Russian NMR Newsletters, 2007 (Engl. Transl.)].

  33. P. Florian, D. Massiot, B. Poe, I. Farnan, J.-P. Coutures, Solid State NMR, 1995, 5, 233.

    Article  CAS  Google Scholar 

  34. D. Massiot, D. Trumeau, B. Touzo, I. Farnan, J.-C. Rifflet, A. Douy, J.-P. Coutures, J. Phys. Chem., 1995, 99, 16455.

    Google Scholar 

  35. P. Florian, N. Sadiki, D. Massiot, J.-P. Coutures, J. Phys. Chem. B, 2007, 111, 9747.

    Article  CAS  Google Scholar 

  36. W. Hu, H. Hagihara, T. Miyoshi, Macromolecules, 2007, 40, 3505.

    Article  CAS  Google Scholar 

  37. G. R. Hatfield, W. E. Killinger, R. C. Ziegler, Anal. Chem., 1995, 67, 3082.

    Article  CAS  Google Scholar 

  38. M. Pollard, K. Klimke, R. Graf, H. W. Spiess, M. Wilhelm, O. Sperber, C. Piel, W. Kaminsky, Macromolecules, 2004, 37, 813.

    Article  CAS  Google Scholar 

  39. K. Klimke, M. Parkinson, C. Piel, W. Kaminsky, H. W. Spiess, M. Wilhelm, Macromol. Chem. Phys., 2006, 207, 382.

    Article  CAS  Google Scholar 

  40. N. E. Moe, X. Qiu, M. D. Ediger, Macromolecules, 2000, 33, 2145.

    Article  CAS  Google Scholar 

  41. M.-H. Hung, Macromolecules, 1993, 26, 5829.

    Article  CAS  Google Scholar 

  42. F. J. Stadler, C. Piel, K. Klimke, J. Kaschta, M. Parkinson, M. Wilhelm, W. Kaminsky, H. Munstedt, Macromolecules, 2006, 39, 1474.

    Article  CAS  Google Scholar 

  43. V. P. Ananikov, N. V. Orlov, I. P. Beletskaya, Izv. Akad. Nauk, Ser. Khim., 2005, 569 [Russ. Chem. Bull., Int. Ed., 2005, 54, 576].

    Google Scholar 

  44. V. P. Ananikov, I. P. Beletskaya, Org. Biomol. Chem., 2004, 2, 284.

    Article  CAS  Google Scholar 

  45. V. P. Ananikov, I. P. Beletskaya, Izv. Akad. Nauk, Ser. Khim., 2004, 534 [Russ. Chem. Bull., Int. Ed., 2004, 53, 561].

  46. R. Hiraoka, H. Watanabe, M. Senna, Tetrahedron Lett., 2006, 47, 3111.

    Article  CAS  Google Scholar 

  47. V. P. Ananikov, I. P. Beletskaya, Izv. Akad. Nauk, Ser. Khim., 2003, 771 [Russ. Chem. Bull., Int. Ed., 2003, 52, 811].

  48. V. P. Ananikov, Spin Report, 2005, 156–157, 41.

    Google Scholar 

  49. H. Hagiwara, S. Ohtsubo, M. Kato, Tetrahedron, 1997, 53, 2415.

    Article  CAS  Google Scholar 

  50. H. Hagiwara, S. Ohtsubo, M. Kato, Mol. Cryst. Liq. Cryst., 1996, 279, 291.

    Article  CAS  Google Scholar 

  51. V. P. Ananikov, I. P. Beletskaya, G. G. Aleksandrov, I. L. Eremenko, Organometallics, 2003, 22, 1414.

    Article  CAS  Google Scholar 

  52. V. P. Ananikov, M. A. Kabeshov, I. P. Beletskaya, V. N. Khrustalev, M. Yu. Antipin, Organometallics, 2005, 24, 1275.

    Article  CAS  Google Scholar 

  53. V. P. Ananikov, M. A. Kabeshov, I. P. Beletskaya, G. G. Aleksandrov, I. L. Eremenko, J. Organomet. Chem., 2003, 687, 451.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    V. P. Ananikov

  2. Department of Chemistry, M. V. Lomonosov Moscow State University, 1 Leninskie Gory, 119992, Moscow, Russian Federation

    I. P. Beletskaya

Authors
  1. V. P. Ananikov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. I. P. Beletskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to V. P. Ananikov.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 740–746, April, 2008.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ananikov, V.P., Beletskaya, I.P. Molten state and solvent-free systems studied by NMR spectroscopy: addition reactions catalyzed by transition metal complexes. Russ Chem Bull 57, 754–760 (2008). https://doi.org/10.1007/s11172-008-0114-8

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-008-0114-8

Key words

Search

Navigation