Synthesis and properties of fully-conjugated indacenedithiophenes
Loading...
Date
2013-12-10
Authors
Young, Brian
Chase, Daniel Tyler, 1983-
Marshall, Jonathan
Vonnegut, Chris
Zakharov, Lev
Haley, Michael
Journal Title
Journal ISSN
Volume Title
Publisher
Chemical Science
Abstract
The synthesis and characterization of four fully-conjugated indacenedithiophenes (IDTs) are disclosed. In contrast to anthradithiophenes, regioselective synthesis of both syn and anti isomers is readily achieved. Thiophene fusion imparts increased paratropic character on the central indacene core as predicted by DFT calculations and confirmed by 1H NMR spectroscopy. IDTs exhibit red-shifted absorbance maxima with respect to their all-carbon analogues and undergo two-electron reduction and one-electron oxidation.
Description
Keywords
Indacenedithiophenes, Paratropic character, Chemical synthesis, Organic electronics
Citation
Young BS, Chase DT, Marshall JL, Vonnegut CL, Zakharov LN, Haley MM. Synthesis and Properties of Fully-Conjugated Indacenedithiophenes. Chem Sci. 2014;5(3):1008–1014. doi:10.1039/C3SC53181C.