The design and synthesis of proteomimetics using 4-substituted 2,3 -naphthalimides

ORGN 712

Premchendar Nandhikonda, pnandhik@nmt.edu, Chemistry, New Mexico Tech, 3418 campus station, socorro, NM 87801
In continuation of our studies on the design and synthesis of dual fluorescent dyes, this project aims towards examining the effects of substituents on -phenyl-2,3-naphthalimides. Starting with commercially available 2- or 3- substituted phthalic anhydrides, we have prepared a series of N-aryl napthalimides with electron releasing groups located at the 4-position of the arene. Based on preliminary findings regarding p-OMe groups ara-substituted electron-releasing groups appear to provide wellresolved 2-color emission. The various naphthalic anhydrides/diacids obtained from scheme 1 will be coupled to three types of electron donating aminoarenes. Therefore, anilines bearing methoxy, thiol and amino substituents are selected for simple carboximide coupling. Spectroscopic studies that include absorption and emission investigations will be reported in due course.