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

20 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.",

author = "Pappenfus, \{Ted M.\} and Seidenkranz, \{Daniel T.\} and Lovander, \{Matthew D.\} and Beck, \{Travis L.\} and Karels, \{Brandon J.\} and Katsu Ogawa and Janzen, \{Daron E.\}",

note = "Publisher Copyright: {\textcopyright} 2014 American Chemical Society.",

year = "2014",

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doi = "10.1021/jo5017585",

language = "English (US)",

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T1 - Synthesis and electronic properties of oxidized benzo[1,2- b:4,5-b ′]dithiophenes

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.

UR - https://www.scopus.com/pages/publications/84907765031

UR - https://www.scopus.com/pages/publications/84907765031#tab=citedBy

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DO - 10.1021/jo5017585

M3 - Article

AN - SCOPUS:84907765031

SN - 0022-3263

VL - 79

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 19

ER -

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

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