Synthesis and properties of fully-conjugated indacenedithiophenes

Simple item page
dc.contributor.authorYoung, Brian
dc.contributor.authorChase, Daniel Tyler, 1983-
dc.contributor.authorMarshall, Jonathan
dc.contributor.authorVonnegut, Chris
dc.contributor.authorZakharov, Lev
dc.contributor.authorHaley, Michael
dc.date.accessioned2014-09-11T22:20:04Z
dc.date.available2014-09-11T22:20:04Z
dc.date.issued2013-12-10
dc.description.abstractThe 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.en_US
dc.description.sponsorshipWe thank the National Science Foundation (CHE-1013032 and CHE-1301485) for support of this research as well as support in the form of instrumentation (CHE-0923589) and computer grants (OCI-0960354). We also thank Prof. Mark Lonergan (University of Oregon) for use of his group's potentiostat. HRMS were obtained at the Mass Spectrometry Facilities and Services Core of the Environmental Health Sciences Center, Oregon State University, supported by grant #P30-ES00210, National Institute of Environmental Health Sciences, National Institutes of Health.en_US
dc.identifierhttp://dx.doi.org/10.1039/C3SC53181C
dc.identifier.citationYoung 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.en_US
dc.identifier.issn2041-6539
dc.identifier.urihttps://hdl.handle.net/1794/18240
dc.language.isoen_USen_US
dc.publisherChemical Scienceen_US
dc.rightsCreative Commons BY-NC-SAen_US
dc.subjectIndacenedithiophenesen_US
dc.subjectParatropic characteren_US
dc.subjectChemical synthesisen_US
dc.subjectOrganic electronicsen_US
dc.titleSynthesis and properties of fully-conjugated indacenedithiophenesen_US
dc.typeArticleen_US

Files

Original bundle
Now showing 1 - 2 of 2
Thumbnail Image
Name:
ChemSci_2014_v5_p1008.pdf
Size:
814.89 KB
Format:
Adobe Portable Document Format
Description:
Article
Download
Thumbnail Image
Name:
ChemSci_2014_v5_p1008_supp.pdf
Size:
1.96 MB
Format:
Adobe Portable Document Format
Description:
Supplemental information
Download
License bundle
Now showing 1 - 1 of 1
Name:
license.txt
Size:
2.13 KB
Format:
Item-specific license agreed upon to submission
Description:
Download

Collections

Chemistry and Biochemistry Faculty Works