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Highly π-Extended TTF Analogues with a Conjugated Macrocyclic Enyne Core

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posted on 21.02.2008, 00:00 authored by Guang Chen, Li Wang, David W. Thompson, Yuming Zhao
The synthesis of a class of highly π-extended tetrathiafulvalene derivatives (1a and 1b) was explored using Sonogashira macrocyclization as a key step. The solid-state structure of 1b was characterized by X-ray single crystallography, showing a substantially bent, S-shaped molecular backbone and an ordered packing geometry in a π-alkyl−alkyl-π stacking fashion. Electronic and redox properties of 1b were investigated by UV−vis absorption, fluorescence spectroscopy, and cyclic voltammetry.