Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

  • News & Views
  • Published:

C–H Activation

A surrogate for selectivity

Metal-coordinating groups are widely used to direct C–H functionalization. Now the combination of an alkene hydrosilylation, C–H activation and C–Si oxidation has been used to achieve a formal 1,4-dioxygenation of alkenes.

This is a preview of subscription content, access via your institution

Access options

Buy this article

Prices may be subject to local taxes which are calculated during checkout

Figure 1: Selective C–H functionalization using surrogate directing groups.
Figure 2

References

  1. Gutekunst, W. R. & Baran, P. S. Chem. Soc. Rev. 40, 1976–1991 (2011).

    Article  CAS  Google Scholar 

  2. McMurray, L., O'Hara, F. & Gaunt, M. J. Chem. Soc. Rev. 40, 1885–1898 (2011).

    Article  CAS  Google Scholar 

  3. Chen, M. S. & White, M. C. Science 327, 566–571 (2010).

    Article  CAS  Google Scholar 

  4. Engle, K. M., Mei, T.-S., Wasa, M. & Yu, J.-Q. Acc. Chem. Res. 45, 788–802 (2012).

    Article  CAS  Google Scholar 

  5. He, G. & Chen, G. Angew. Chem. Int. Ed. 50, 5192–5196 (2011).

    Article  CAS  Google Scholar 

  6. Huang, C., Ghavtadze, N., Chattopadhyay, B. & Gevorgyan, V. J. Am. Chem. Soc. 133, 17630–17633 (2011).

    Article  CAS  Google Scholar 

  7. Huang, C., Chattopadhyay, B. & Gevorgyan, V. J. Am. Chem. Soc. 133, 12406–12409 (2011).

    Article  CAS  Google Scholar 

  8. Ren, Z., Mo, F. & Dong, G. J. Am. Chem. Soc. 134, 16991–16994 (2012).

    Article  CAS  Google Scholar 

  9. Ghavtadze, N., Melkonyan, F. S., Gulevich, A. V., Huang, C. & Gevorgyan, V. Nature Chem. 6, 122–125 10.1038/nchem.1841(2014).

    Article  CAS  Google Scholar 

  10. Simmons, E. M. & Hartwig, J. F. Nature 483, 70–73 (2012).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Eric M. Ferreira.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ferreira, E. A surrogate for selectivity. Nature Chem 6, 94–96 (2014). https://doi.org/10.1038/nchem.1851

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1038/nchem.1851

Search

Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing