Robust, Efficient, and Orthogonal Synthesis of Dendrimers via Thiol-ene “Click” Chemistry

J. Am. Chem. Soc., 130 (15), 5062–5064, 2008. 10.1021/ja8006325
Web Release Date: March 20, 2008

Robust, Efficient, and Orthogonal Synthesis of Dendrimers via Thiol-ene “Click” Chemistry

Kato L. Killops, Luis M. Campos, and Craig J. Hawker^*

Department of Chemistry and Biochemistry, Department of Materials, and Materials Research Laboratory, University of California, Santa Barbara, California 93106

hawker@mrl.ucsb.edu

Received February 6, 2008

Abstract:

Dendrimers up to the fourth generation were successfully prepared via the divergent growth strategy using a combination of thiol-ene “click” chemistry and traditional esterification reactions. The thiol-ene reactions were conducted under solvent-free, ambient conditions at room temperature by irradiating with UV light. The fourth-generation dendrimers were subsequently functionalized with carboxylic acid, pyrene, and Fmoc-protected cysteine moieties via thiol-ene reactions.

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