Exciton-coupled circular dichroism studies of Cu(II) complexes of N,N-bis(2-quinolylmethyl) amino alcohols, ethers, and thioethers

ORGN 604

Samuel A. Simpson, Andrea E. Holmes, and James W. Canary. Department of Chemistry, New York University, 100 Washington Square East, New York, NY 10003
We have reported a protocol for determining absolute configurations of alpha-amino acids from exciton-coupled circular dichroism spectra of Cu(II) complexes of their N,N-bis(2-quinolylmethyl)derivatives.1,2 The preparative scale synthesis and characterization of similar chiral alcohol, ether, and thioether complexes will be presented. In addition to configurational assignment by circular dichroism, NMR, MALDI mass spectra, and crystal structures that confirm our structural hypothesis will be described.

1. Zahn, S.; Canary, J.W. Org. Lett., 1999, 1, 861-864.

2. Holmes, A.E.; Zahn, S.; Canary, J.W. Chirality, 2002, 14, 471-477.

 

Bioorganic, Molecular Recognition, Asymmetric Reactions and Syntheses
11:00 AM-1:00 PM, Wednesday, September 10, 2003 Javits Convention Center -- Hall 1B/1C, Poster

Division of Organic Chemistry
The 226th ACS National Meeting, New York, NY, September 7-11, 2003