Synthesis and light-absorption characteristics of thiophene derivatives bearing ferrocenylthiocarbonyl groups

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Abstract

Thiophene-based dyes bearing two ferrocenylcarbonyl groups were obtained from a short synthesis involving direct arylations of the thiophene rings. A subsequent thionation of the carbonyl groups resulted in the formation of new thiophene-based dyes bearing two ferrocenylthiocarbonyl groups. These dyes absorb in a wide range of the visible spectrum due to their π-π∗ and d-π∗ transitions, and show a remarkable red-shift of the absorption band relative to their carbonyl analogues without increasing the molecular size.

Original languageEnglish
Pages (from-to)48-50
Number of pages3
JournalChemistry Letters
Volume46
Issue number1
DOIs
Publication statusPublished - 2017

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Bearings (structural)
Thiophenes
Light absorption
Coloring Agents
Derivatives
Absorption spectra

Keywords

  • Ferrocenylthiocarbonyl
  • Small HOMO-LUMO gap
  • Thiophene-based dye

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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title = "Synthesis and light-absorption characteristics of thiophene derivatives bearing ferrocenylthiocarbonyl groups",
abstract = "Thiophene-based dyes bearing two ferrocenylcarbonyl groups were obtained from a short synthesis involving direct arylations of the thiophene rings. A subsequent thionation of the carbonyl groups resulted in the formation of new thiophene-based dyes bearing two ferrocenylthiocarbonyl groups. These dyes absorb in a wide range of the visible spectrum due to their π-π∗ and d-π∗ transitions, and show a remarkable red-shift of the absorption band relative to their carbonyl analogues without increasing the molecular size.",
keywords = "Ferrocenylthiocarbonyl, Small HOMO-LUMO gap, Thiophene-based dye",
author = "Hideaki Miyake and Tomoyuki Tajima and Yutaka Takaguchi",
year = "2017",
doi = "10.1246/cl.160866",
language = "English",
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pages = "48--50",
journal = "Chemistry Letters",
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TY - JOUR

T1 - Synthesis and light-absorption characteristics of thiophene derivatives bearing ferrocenylthiocarbonyl groups

AU - Miyake, Hideaki

AU - Tajima, Tomoyuki

AU - Takaguchi, Yutaka

PY - 2017

Y1 - 2017

N2 - Thiophene-based dyes bearing two ferrocenylcarbonyl groups were obtained from a short synthesis involving direct arylations of the thiophene rings. A subsequent thionation of the carbonyl groups resulted in the formation of new thiophene-based dyes bearing two ferrocenylthiocarbonyl groups. These dyes absorb in a wide range of the visible spectrum due to their π-π∗ and d-π∗ transitions, and show a remarkable red-shift of the absorption band relative to their carbonyl analogues without increasing the molecular size.

AB - Thiophene-based dyes bearing two ferrocenylcarbonyl groups were obtained from a short synthesis involving direct arylations of the thiophene rings. A subsequent thionation of the carbonyl groups resulted in the formation of new thiophene-based dyes bearing two ferrocenylthiocarbonyl groups. These dyes absorb in a wide range of the visible spectrum due to their π-π∗ and d-π∗ transitions, and show a remarkable red-shift of the absorption band relative to their carbonyl analogues without increasing the molecular size.

KW - Ferrocenylthiocarbonyl

KW - Small HOMO-LUMO gap

KW - Thiophene-based dye

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DO - 10.1246/cl.160866

M3 - Article

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VL - 46

SP - 48

EP - 50

JO - Chemistry Letters

JF - Chemistry Letters

SN - 0366-7022

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