Expanding the Library of 2-Phenylbenzotellurazoles: Red-Shifting Effect­ of Ethoxy Functionalities on the UV/Vis Absorption Properties

Dedicated to Prof. A. Krief on the occasion of his 80^th birthday

Abstract

This work describes the high-yield synthesis of a novel series of benzotellurazoles bearing a phenyl ring in 2-position, which is differently functionalized with ethoxy chains. Changing the number and the position of these functional groups determines differences in the self-assembly in the solid state, as well as in the photophysical properties of the targeted molecules. As anticipated by theoretical calculations of the HOMO-LUMO gap of each molecule, the presence of ethoxy chains in o- and p-positions determines up to 20 nm red-shifts in the absorption peaks, when compared to unsubstituted benzotellurazole. Similarly, more significant changes are observed in the chemical shifts of ¹²⁵Te NMR spectra for those derivatives bearing o- and p-ethoxy functionalization.

Key words

benzo-1,3-tellurazoles - dehydrative cyclization - XRD analysis - UV/Vis investigation - ¹²⁵Te NMR

Publication History

Received: 15 November 2021

Accepted after revision: 17 December 2021

Article published online:
10 May 2022

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