Green photochemistry: Sun-induced aromatic nucleophilic substitution of alkoxy groups by alkylamines, and transformation of benzocrown ethers into aza-analogs

CHED 305

Andrey V. Samoshin, vsamoshin@pacific.edu, Andreas H. Franz, afranz@pacific.edu, and Vyacheslav V. Samoshin, vsamoshin@pacific.edu. Department of Chemistry, University of the Pacific, 3601 Pacific Ave., Stockton, CA 95211
Solar photochemistry was proved to be efficient for the nucleophilic substitution of alkoxy groups by amines in alkoxynitrobenzenes. The results of the sun-induced photochemical substitution were comparable to the outcome of the same reaction under irradiation by a low-pressure mercury lamp. Using 4'-nitrobenzo-15-crown-5 as a starting material, we obtained a polyether amino alcohol and used it as a precursor for the regioselective synthesis of benzoazacrown ethers.