Synthesis of cyclen derivatives substituted at carbon

ORGN 657

Timothy L. Friebe1, Jeffrey Elbert2, Nolan Mente2, Cristina Varzoaba1, and Visa Pawittranon1. (1) Department of Chemistry, Eastern Michigan University, Ypsilanti, MI 48197, (2) Department of Chemistry, University of Northern Iowa, MSH 3538, 0423, Cedar Falls, IA 50614
While numerous reports exist for the synthesis of cyclen (1,4,7,10-tetraazacyclododecane) derivatives substituted at nitrogen, few general methods have been published for the preparation of cyclen derivatives substituted at carbon. In light of recent articles describing the cyclization of triethylenetetraamine to cyclen under mild conditions, we undertook the synthesis and cyclization of several substituted tetraamines generated from readily available amino acids. This synthetic route offers a mild pathway to cyclen derivatives modified at one or several carbon centers. The results and progress of our work will be presented.