Design, Synthesis, and Properties of New Derivatives of Pentacene

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 H...

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Bibliographic Details
Published in:Journal of organic chemistry 2006-03, Vol.71 (5), p.2155-2158
Main Authors: Jiang, Jinyue, Kaafarani, Bilal R, Neckers, Douglas C
Format: Article
Language:English
Subjects:
Chemistry
Condensed benzenic and aromatic compounds
Exact sciences and technology
Organic chemistry
Preparations and properties
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Summary: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo0522198