Synthesis and Photoreactivity of 1-Cyanonaphthalene—Anethol Dyad Tethered by Peptide Chain

Abstract

In this work, we studied photoreaction of new compound 1-3 which consists of a 1-cyano-2-methylnaphthalene (acceptor) and a 2-butene or an anethol (donor) tethered at 2-position of the 1-cyano-2-methylnaphthalene by an alanine peptide chain. Irradiation of a CH₂Cl₂ solution containing 1, with a high-pressure mercury lamp through a Pyrex filter (>280 nm) under argon atmosphere, gave a 1-cyano-2-methylnaphthalene 4. On the other hand, irradiation of the compound 3 resulted in trans-cis isomerization at the anethol moiety.