Exploring the dynamics of ring-closing metathesis of dendrimers

ORGN 754

Stephanie L. Elmer, slelmer@uiuc.edu and Steven C. Zimmerman. Department of Chemistry, University of Illinois at Urbana-Champaign, 600 S. Mathews Avenue, Urbana, IL 61801
The ring-closing metathesis (RCM) of dendrimers was studied to determine the dynamic nature of the process and whether mechanical intertwining (catenation) was occurring. To examine the reaction in detail, three dendrimers were synthesized and cross-linked using 1st and 2nd generation Grubbs catalyst. Dendrimer 1 contained a pre-cross-linked portion and a portion with monosubstituted alkenes. Dendrimer 2 contained two pre-crosslinked portions with only disubstituted alkenes. To test whether catenation was occurring, dendrimer 3 containing a hydrogenated portion and a portion with monosubstituted alkenes was synthesized. After cross-linking, the dendrimers were hydrolyzed and the products analyzed by analytical SEC and MALDI-TOF MS to determine whether the dendrimers remained intact or fragmented.

 

Materials, Devices, and Switches
8:00 AM-12:00 PM, Thursday, March 29, 2007 McCormick Place Lakeside -- Room E450 A/B, Level 4, Oral

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007