Synthesis and properties of butyl-capped dehydrothieno[14]annulenes and their conversion into terthiophenes

Organic Letters
Matthew J O'Connor, Michael M Haley

Abstract

A series of butyl end-capped dehydrothieno[14]annulenes (DTAs) has been prepared. These compounds were further transformed into electron-rich terthiophenes (3TPs) by reaction with sodium sulfide. The DTA and 3TP macrocycles were compared qualitatively using UV-vis spectroscopy, and the latter were found to have lower energy absorptions. The conformations of these molecules were also examined by DFT-YFLP computations.

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Citations

Jul 12, 2016·The Journal of Organic Chemistry·Bhimrao Vaijnath PhulwaleCtibor Mazal
Jan 25, 2013·Organic Letters·Motoki MasudaNaoki Yoshioka
Oct 1, 2011·Angewandte Chemie·Masahiko IyodaM Jalilur Rahman
Oct 28, 2019·Chemistry : a European Journal·Koji Miki, Kouichi Ohe
Jan 31, 2013·Chemistry : a European Journal·Motoki Masuda, Chihiro Maeda
May 19, 2012·Organic & Biomolecular Chemistry·Chihiro Maeda, Naoki Yoshioka
Nov 6, 2018·The Journal of Organic Chemistry·Daichi MariAtsunori Mori

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