A highly effective cobalt catalyst for olefin aziridination with azides: Hydrogen bonding guided catalyst design

Joshua V. Ruppel, Jess E. Jones, Chelsea A. Huff, Rajesh M. Kamble, Ying Chen, X. Peter Zhang

Research output: Contribution to journalArticle

Abstract

[Co(P1)], which was designed on the basis of potential hydrogen-bonding interactions in the metal-nitrene Intermediate, Is a highly active aziridination catalyst with azides. [Co(P1)] can effectively azlridlnate various aromatic olefins with arylsulfonyl azides under mild conditions, forming sulfonylated aziridines in excellent yields. The Co-based system enjoys several attributes associated with the relatively low cost of cobalt and the wide accessibility of arylsulfonyl azides. Furthermore, it generates stable dinitrogen as the only byproduct.

Original languageEnglish (US)
Pages (from-to)1995-1998
Number of pages4
JournalOrganic Letters
Volume10
Issue number10
DOIs
Publication statusPublished - May 15 2008
Externally publishedYes

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Ruppel, J. V., Jones, J. E., Huff, C. A., Kamble, R. M., Chen, Y., & Zhang, X. P. (2008). A highly effective cobalt catalyst for olefin aziridination with azides: Hydrogen bonding guided catalyst design. Organic Letters, 10(10), 1995-1998. https://doi.org/10.1021/ol800588p