Synthesis and Characterization of Electron-Deficient Pentacenes

Autor:	Joseph E. Bullock, John E. Anthony, Sean Parkin, Alex C. Mayer, Christopher R. Swartz, George G. Malliaras
Rok vydání:	2005
Předmět:	Stereochemistry Chemistry Organic Chemistry chemistry.chemical_element General Medicine Electron Biochemistry Characterization (materials science) Pentacene chemistry.chemical_compound Crystallography Halogen Fluorine Surface modification Physical and Theoretical Chemistry Acene
Zdroj:	ChemInform. 36
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200547099
Popis:	[structure: see text]. Halogen functional groups on pentacene can be used both as synthetic handles for further functionalization as well as to tune the pi-stacking in these systems. The halogenated pentacene derivatives described here (X = Br, X' = H, and X = X' = F) are all stable and soluble, with reduction potentials significantly lower than that of the parent functionalized pentacene (X = X' = H). The bromopentacenes could be further elucidated to pentacene nitriles, further decreasing the acene's reduction potential, while the charge-carrier mobility in the fluorinated systems was shown to scale with the degree of fluorine substitution.
Databáze:	OpenAIRE
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