Synthesis and electronic properties of oxidized benzo[1,2- b:4,5-b ′]dithiophenes

Ted M. Pappenfus; Daniel T. Seidenkranz; Matthew D. Lovander; Travis L. Beck; Brandon J. Karels; Katsu Ogawa; Daron E. Janzen

doi:10.1021/jo5017585

Synthesis and electronic properties of oxidized benzo[1,2- b:4,5-b ′]dithiophenes

Ted M. Pappenfus, Daniel T. Seidenkranz, Matthew D. Lovander, Travis L. Beck, Brandon J. Karels, Katsu Ogawa, Daron E. Janzen

Chemistry (Morris)

Research output: Contribution to journal › Article › peer-review

17 Scopus citations

Abstract

Benzo[1,2-b:4,5-b′]dithiophenes were oxidized under mild conditions with m-CPBA to yield the corresponding bis-sulfones (or tetraoxides). These sulfones possess red-shifted absorption and emission spectra relative to the parent molecules. Electrochemical analyses reveal that the benzodithiophene molecules are transformed from electron donors to electron acceptors.

Original language	English (US)
Pages (from-to)	9408-9412
Number of pages	5
Journal	Journal of Organic Chemistry
Volume	79
Issue number	19
DOIs	https://doi.org/10.1021/jo5017585
State	Published - Oct 3 2014

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© 2014 American Chemical Society.

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title = "Synthesis and electronic properties of oxidized benzo[1,2- b:4,5-b ′]dithiophenes",

abstract = "Benzo[1,2-b:4,5-b′]dithiophenes were oxidized under mild conditions with m-CPBA to yield the corresponding bis-sulfones (or tetraoxides). These sulfones possess red-shifted absorption and emission spectra relative to the parent molecules. Electrochemical analyses reveal that the benzodithiophene molecules are transformed from electron donors to electron acceptors.",

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AU - Pappenfus, Ted M.

AU - Seidenkranz, Daniel T.

AU - Lovander, Matthew D.

AU - Beck, Travis L.

AU - Karels, Brandon J.

AU - Ogawa, Katsu

AU - Janzen, Daron E.

PY - 2014/10/3

Y1 - 2014/10/3

N2 - Benzo[1,2-b:4,5-b′]dithiophenes were oxidized under mild conditions with m-CPBA to yield the corresponding bis-sulfones (or tetraoxides). These sulfones possess red-shifted absorption and emission spectra relative to the parent molecules. Electrochemical analyses reveal that the benzodithiophene molecules are transformed from electron donors to electron acceptors.

AB - Benzo[1,2-b:4,5-b′]dithiophenes were oxidized under mild conditions with m-CPBA to yield the corresponding bis-sulfones (or tetraoxides). These sulfones possess red-shifted absorption and emission spectra relative to the parent molecules. Electrochemical analyses reveal that the benzodithiophene molecules are transformed from electron donors to electron acceptors.

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Synthesis and electronic properties of oxidized benzo[1,2- b:4,5-b ′]dithiophenes

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