Asymmetric dendrimers via copper(I)-catalyzed triazole formation

ORGN 70

Peng Wu, pengwu@calmail.berkeley.edu1, Michael Malkoch, mikemal@us.ibm.com2, Jasmine Hunt3, Valery V. Fokin, fokin@scripps.edu1, K. Barry Sharpless, sharples@scripps.edu1, and Craig J. Hawker, hawker@almaden.ibm.com2. (1) Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, BCC-315, La Jolla, CA 92037, (2) Almaden Research Center, IBM Research Division, 650 Harry Road, San Jose, CA 95120-6099, (3) Department of Chemistry, Washington University, St. Louis, MO
The mild reaction conditions and high efficiency of copper(I)-catalyzed dipolar cycloaddition of azides and alkynes are exploited in the synthesis of a series of amphiphilic, diblock dendrimers, in which the number of chain ends in each dendritic block is easily controlled. The unique asymmetric character of the dendrimers combined with the unprecedented functional group compatibility of the cycloaddition permits sequential derivatizations of the periphery to introduce a variety of functionalities, such as biologically active molecules and reporter tags. The chemical and physical properties, as well as the potential applications of the resulting macromolecules will be addressed.

 

Materials, Devices, and Switches
1:00 PM-5:00 PM, Sunday, 13 March 2005 Convention Center -- Room 9, Oral

Division of Organic Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005