Synthesis, NMR and X-Ray characterization of diquinaldine benzylamine derivatives

ORGN 21

Abhijit Mitra, abhijit.mitra@manhattan.edu, Department of Chemistry and Biochemistry, Manhattan College/College of Mount St. Vincent, Riverdale, NY 10471 and Pamela J. Seaton, seatonp@uncw.edu, Department of Chemistry and Biochemistry, University of North Carolina, Wilmington, NC 28403.
Diquinaldine benzylamine derivatives have been synthesized and characterized by NMR and x-ray crystallography. The di- and tri-quinaldine substituted aminobenzylamines (1 and 2) were synthesized by reacting 2-amino-benzylamine with two or three equivalents of bromoquinaldine. The crystal structure of the DQABA (1) showed both inter- and intramolecular hydrogen bonding as well as inter- and intramolecular p-p interactions. The compounds, as well as several analogs, have also been characterized by NMR and fluorescence spectroscopy.