ProDOT-assisted isomerically pure indophenines

Ted M. Pappenfus; Andrew J. Helmin; Wyatt D. Wilcox; Sarah M. Severson; Daron E. Janzen

doi:10.1021/acs.joc.9b01525

ProDOT-assisted isomerically pure indophenines

Ted M. Pappenfus, Andrew J. Helmin, Wyatt D. Wilcox, Sarah M. Severson, Daron E. Janzen

Chemistry (Morris)

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

15 Scopus citations

Abstract

Reactions between 3,4-propylenedioxythiophenes (ProDOTs) and N-alkyl isatins under ambient conditions result in isomerically pure indophenine materials as confirmed by TLC and ¹H NMR analysis. The resulting low band gap materials exhibit favorable inter- A nd intramolecular interactions, high thermal stabilities, low energy electronic transitions, and amphoteric redox behavior.

Original language	English (US)
Pages (from-to)	11253-11257
Number of pages	5
Journal	Journal of Organic Chemistry
Volume	84
Issue number	17
DOIs	https://doi.org/10.1021/acs.joc.9b01525
State	Published - Sep 6 2019

Bibliographical note

Funding Information:
T.M.P. acknowledges the following: (i) University of Minnesota, Morris (UMM) Faculty Research Enhancement Funds supported by the University of Minnesota Office of the Vice President for Research and the UMM Division of Science and Mathematics for financial assistance, and (ii) a Grant-in-Aid of Research, Artistry and Scholarship from the Office of the Dean of the Graduate School; (iii) the Howard Hughes Medical Institute (HHMI) Pathways to Science Program for financial assistance; and (iv) Dr. Bryan Nell for assistance with the NMR experiments. T.M.P. and D.E.J. acknowledge the National Science Foundation Major Research Instrumentation Award No. 1125975 for funding the acquisition of the X-ray diffractometer used for data collection in this investigation.

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title = "ProDOT-assisted isomerically pure indophenines",

abstract = "Reactions between 3,4-propylenedioxythiophenes (ProDOTs) and N-alkyl isatins under ambient conditions result in isomerically pure indophenine materials as confirmed by TLC and 1H NMR analysis. The resulting low band gap materials exhibit favorable inter- A nd intramolecular interactions, high thermal stabilities, low energy electronic transitions, and amphoteric redox behavior.",

author = "Pappenfus, {Ted M.} and Helmin, {Andrew J.} and Wilcox, {Wyatt D.} and Severson, {Sarah M.} and Janzen, {Daron E.}",

note = "Funding Information: T.M.P. acknowledges the following: (i) University of Minnesota, Morris (UMM) Faculty Research Enhancement Funds supported by the University of Minnesota Office of the Vice President for Research and the UMM Division of Science and Mathematics for financial assistance, and (ii) a Grant-in-Aid of Research, Artistry and Scholarship from the Office of the Dean of the Graduate School; (iii) the Howard Hughes Medical Institute (HHMI) Pathways to Science Program for financial assistance; and (iv) Dr. Bryan Nell for assistance with the NMR experiments. T.M.P. and D.E.J. acknowledge the National Science Foundation Major Research Instrumentation Award No. 1125975 for funding the acquisition of the X-ray diffractometer used for data collection in this investigation.",

year = "2019",

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doi = "10.1021/acs.joc.9b01525",

language = "English (US)",

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T1 - ProDOT-assisted isomerically pure indophenines

AU - Pappenfus, Ted M.

AU - Helmin, Andrew J.

AU - Wilcox, Wyatt D.

AU - Severson, Sarah M.

AU - Janzen, Daron E.

N1 - Funding Information: T.M.P. acknowledges the following: (i) University of Minnesota, Morris (UMM) Faculty Research Enhancement Funds supported by the University of Minnesota Office of the Vice President for Research and the UMM Division of Science and Mathematics for financial assistance, and (ii) a Grant-in-Aid of Research, Artistry and Scholarship from the Office of the Dean of the Graduate School; (iii) the Howard Hughes Medical Institute (HHMI) Pathways to Science Program for financial assistance; and (iv) Dr. Bryan Nell for assistance with the NMR experiments. T.M.P. and D.E.J. acknowledge the National Science Foundation Major Research Instrumentation Award No. 1125975 for funding the acquisition of the X-ray diffractometer used for data collection in this investigation.

PY - 2019/9/6

Y1 - 2019/9/6

N2 - Reactions between 3,4-propylenedioxythiophenes (ProDOTs) and N-alkyl isatins under ambient conditions result in isomerically pure indophenine materials as confirmed by TLC and 1H NMR analysis. The resulting low band gap materials exhibit favorable inter- A nd intramolecular interactions, high thermal stabilities, low energy electronic transitions, and amphoteric redox behavior.

AB - Reactions between 3,4-propylenedioxythiophenes (ProDOTs) and N-alkyl isatins under ambient conditions result in isomerically pure indophenine materials as confirmed by TLC and 1H NMR analysis. The resulting low band gap materials exhibit favorable inter- A nd intramolecular interactions, high thermal stabilities, low energy electronic transitions, and amphoteric redox behavior.

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SP - 11253

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 17

ER -

ProDOT-assisted isomerically pure indophenines

Abstract

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