Mimicking metallo-proteins and enzymes: New aminoalcohol ligands prepared by Mannich condensations

CHED 1217

Jonathan A. Niconchuk, janico09@holycross.edu1, Christine S. Higham, cshigh06@holycross.edu1, Mark V. Andrews Jr., mvandr07@holycross.edu1, Anil Cetin, ac30@uakron.edu2, Christopher J. Ziegler, ziegler@uakron.edu2, and Joshua R. Farrell, jfarrell@holycross.edu1. (1) Department of Chemistry, College of the Holy Cross, 1 College St., Worcester, MA 01610, (2) Department of Chemistry, University of Akron, KNCL 402, Akron, OH 44325
We are using Mannich condensations to prepare a series of new aminoalcohol ligands. By running these reactions stepwise, we are able to introduce two different substituted phenols onto a single primary amine. By varying the amines and phenols used in these syntheses, we are able to tune the electronic and steric properties of the resulting compounds. We have reacted these new aminoalcohols with Co(II) and Co(III) with the goal of providing insight into the structures of metallo-enzyme and protein active sites. Syntheses and characterizations of these new ligands and metal complexes will be presented.