Facile Synthesis and Photophysical Characterization of New Quinoline Dyes

J Fluoresc. 2017 Jan;27(1):271-280. doi: 10.1007/s10895-016-1954-5. Epub 2016 Oct 27.

Abstract

This paper describes the synthesis of new quinoline derivatives, molecules that has been long interest in the organic and medicinal chemistry. Through the Multicomponent Reaction (MCR), an important tool in modern synthetic methodology, that generate products with good structural complexity, in addition to economy of atoms and selectivity, we provide easy access to the preparation of quinoline derivatives. The reactions were promoted by niobium pentachloride, as a Lewis acid. Subsequently, the synthesis of new aminoquinoline derivatives with good yields was performed using Pd/C and hydrazine. The photophysical investigations of quinoline derivatives show the substituent effect on the optical properties characterization was done by absorption and photoluminescence measurements with quantum yields of up to 83 %, the presence of the amino group at position 6 at the quinoline backbone was crucial for obtaining these increased quantum yields. Results show that these molecules may have potential use for a variety of applications and mainly attracts attention because of its wide potential of applicability in optoelectronic devices.

Keywords: Fluorescence quantum yields; Multicomponent reactions; Niobium pentachloride; Photoluminescence; Quinoline derivatives.