Abstract

It has long been known that organic crystals of the type N-alkyl-4-methyl-6-nitro-2-quinolinamines often exhibit nonlinear optical properties. Electron Paramagnetic Resonance studies were performed on this molecules, yielding promising results for the possibility of improving their nonlinear character. These molecules had marked nonlinear character and were potentially good harmonic generators, especially of the second harmonic. In order to increase these Nonlinear Optical (NLO) characteristics, research was attempted involving the alteration of the substituents at the R position as well as adding M(CO)₅ [M=Cr, W, Mo] organometallic functions through photochemistry to coordinate at the quinoline nitrogen. This proposed organometallic synthesis would involve the metal pentacarbonyl bonding to N, 4-dimethyl-6-nitro-2quinolinamine, a compound previously synthesized by Joe McChain. Although these attempts to form the metal pentacarbonyl-N, 4-dimethyl-6-nitro-2-quinolinamine complexes were unsuccessful, this failure is most likely due to the reaction setup used and in no way suggests the infeasibility of the proposed reaction. The formation of N-ethylamine-4-methyl-6-nitro-2-quinolinamine, however, was not only successful but suggests an even more promising potential when considering the organometallic synthesis attempted herein.