Design, Synthesis, and Properties of New Derivatives of Pentacene
- 7 February 2006
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 71 (5) , 2155-2158
- https://doi.org/10.1021/jo0522198
Abstract
Stable, soluble ethynylated derivatives of pentacene (9a − c) were synthesized, and the ethynyl moieties on the terminal rings were used to tune the electronic properties of these compounds. Their oxidation potentials are higher and their reduction potentials are lower than those of pentacene. The HOMO−LUMO gaps are among the lowest reported for pentacene derivatives.Keywords
This publication has 22 references indexed in Scilit:
- Synthesis and Characterization of Electron-Deficient PentacenesOrganic Letters, 2005
- A soluble pentacene: synthesis, EPR and electrochemical studies of 2,3,9,10-tetrakis(trimethylsilyl)pentaceneChemical Communications, 2004
- Photochemical Stability of Pentacene and a Substituted Pentacene in Solution and in Thin FilmsChemistry of Materials, 2004
- Perfluoropentacene: High-Performance p−n Junctions and Complementary Circuits with PentaceneJournal of the American Chemical Society, 2004
- Robust, Soluble Pentacene EthersOrganic Letters, 2004
- Tetramethylpentacene: Remarkable Absence of Steric Effect on Field Effect MobilityAdvanced Materials, 2003
- Synthesis of 2,3,9,10,16,17,23,24-Octaalkynylphthalocyanines and the Effects of Concentration and Temperature on Their 1H NMR SpectraThe Journal of Organic Chemistry, 1996
- Photochemical Cycloaromatization Reactions ofortho-Dialkynylarenes: A New Class of DNA Photocleaving AgentsJournal of the American Chemical Society, 1996
- Temperature dependence of thermal motion in crystalline anthraceneActa crystallographica Section B, Structural science, crystal engineering and materials, 1990
- Einfache Synthese für Pentacen‐6,13‐chinonAngewandte Chemie, 1953