Communication

Efficiency and Fidelity in a Click-Chemistry Route to Triazole Dendrimers by the Copper(I)-Catalyzed Ligation of Azides and Alkynes†

  1. Peng Wu2,
  2. Alina K. Feldman2,
  3. Anne K. Nugent1,
  4. Craig J. Hawker Dr.1,
  5. Arnulf Scheel1,3,
  6. Brigitte Voit Prof.3,
  7. Jeffrey Pyun Dr.1,4,
  8. Jean M. J. Fréchet4,
  9. K. Barry Sharpless Prof.2,
  10. Valery V. Fokin Prof.2

Article first published online: 30 JUN 2004

DOI: 10.1002/anie.200454078

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 43, Issue 30, pages 3928–3932, July 26, 2004

Additional Information

How to Cite

Wu, P., Feldman, A. K., Nugent, A. K., Hawker, C. J., Scheel, A., Voit, B., Pyun, J., Fréchet, J. M. J., Sharpless, K. B. and Fokin, V. V. (2004), Efficiency and Fidelity in a Click-Chemistry Route to Triazole Dendrimers by the Copper(I)-Catalyzed Ligation of Azides and Alkynes. Angew. Chem. Int. Ed., 43: 3928–3932. doi: 10.1002/anie.200454078

Author Information

  1. 1

    IBM Almaden Research Center, 650 Harry Road, San Jose, CA 95120, USA, Fax: (+1) 408-927-3310

  2. 2

    Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA, Fax: (+1) 858-784-7562

  3. 3

    Institut für Polymerforschung Dresden e.V. Hohe Strasse 6, 01069 Dresden, Germany

  4. 4

    University of California, Department of Chemistry and Materials Sciences Division, Lawrence Berkeley National Laboratory, Berkeley, CA 94720, USA

  1. †

    We thank the National Institute of General Medical Sciences, the National Institutes of Health (GM 28284), the National Science Foundation (CHE-9985553), the W. M. Keck Foundation, the Skaggs Institute for Chemical Biology, the MRSEC Program of the National Science Foundation (award no. DMR-0213618 for the Center for Polymeric Interfaces and Macromolecular Assemblies), the NIRT Program of the National Science Foundation (grant no. 0210247), IBM Corporation, DOE-BES, and NSF International/DAAD for financial support. We are also grateful to Prof. M. G. Finn for helpful discussions.

Publication History

  1. Issue published online: 20 JUL 2004
  2. Article first published online: 30 JUN 2004
  3. Manuscript Received: 23 FEB 2004

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Keywords:

  • alkynes;
  • azides;
  • click chemistry;
  • copper;
  • dendrimers
Thumbnail image of graphical abstract

Components that click: A large number of diverse dendrimers (see scheme) was prepared in almost quantitative yield by the click-chemistry transformation described in the title. In some cases filtration or solvent extraction was the only method required for purification in this highly efficient construction of the triazole units of the dendrimers.

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