Dendrimers terminated with dichlorotriazine groups provide a route to compositional diversity

Subrata Patra, Brittany Kozura, Adela Y T Huang, Alan E. Enciso, Xiankai Sun, Jer Tsong Hsieh, Chai Lin Kao, Hui Ting Chen, Eric E. Simanek

Research output: Contribution to journalArticle

17 Scopus citations

Abstract

Triazine dendrimers terminated with either four or eight dichlorotriazines can be prepared in high yields by reacting an amine-terminated dendrimer with cyanuric chloride. These materials exist as white powders and are stable to storage at room temperature. Sequential nucleophilic aromatic substitution with two different amine nucleophiles yields compounds that display the desired compositional diversity. Reaction conditions for the substitution were developed using a model dichlorotriazine with amine nucleophiles at -20, 0, and 25 C. Selective substitution is favored at lower temperatures and with more nucleophilic amine groups.

Original languageEnglish (US)
Pages (from-to)3808-3811
Number of pages4
JournalOrganic Letters
Volume15
Issue number15
DOIs
StatePublished - Aug 2 2013

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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    Patra, S., Kozura, B., Huang, A. Y. T., Enciso, A. E., Sun, X., Hsieh, J. T., Kao, C. L., Chen, H. T., & Simanek, E. E. (2013). Dendrimers terminated with dichlorotriazine groups provide a route to compositional diversity. Organic Letters, 15(15), 3808-3811. https://doi.org/10.1021/ol400811h