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Extended Fluorochromism of Anthracene Trimers with a meta-Substituted Triphenylamine or Triphenylphosphine Core

  1. Zhiou Li,
  2. Hiromi Ishizuka,
  3. Yoshihisa Sei,
  4. Prof. Dr. Munetaka Akita,
  5. Dr. Michito Yoshizawa*

Article first published online: 11 JUN 2012

DOI: 10.1002/asia.201200310

Issue

Chemistry – An Asian Journal

Chemistry – An Asian Journal

Volume 7, Issue 8, pages 1789–1794, August 2012

Additional Information

How to Cite

Li, Z., Ishizuka, H., Sei, Y., Akita, M. and Yoshizawa, M. (2012), Extended Fluorochromism of Anthracene Trimers with a meta-Substituted Triphenylamine or Triphenylphosphine Core. Chem. Asian J., 7: 1789–1794. doi: 10.1002/asia.201200310

Author Information

  1. Chemical Resources Laboratory, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503 (Japan), Fax: (+81) 45-924-5230

*Chemical Resources Laboratory, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503 (Japan), Fax: (+81) 45-924-5230

Publication History

  1. Issue published online: 12 JUL 2012
  2. Article first published online: 11 JUN 2012
  3. Manuscript Received: 9 APR 2012

Funded by

  • Japan Society for the Promotion of Science (JSPS)
  • Ministry of Education, Culture, Sports, Science and Technology (MEXT). Grant Number: 21108011

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Keywords:

  • anthracene;
  • fluorescence;
  • solvatochromism;
  • triphenylamine;
  • triphenylphosphine

Abstract

Combining meta-triphenylamine or triphenylphosphine with three anthracene fluorophores gives rise to fluorescent non-planar triskelions 1 and 2. The emissive properties of 1 are highly solvatochromic, yielding blue to pale green and even pale yellow fluorescence, whereas the blue emission of 2 is solvent-insensitive. Anthracene trimers 1 and 2 are both emissive in the solid state, displaying yellow and pale green fluorescence, respectively, with moderate quantum yields.

Featured Compounds

Compound 1
Molecular Weight:773.9584
Molecular Formula:C60H39N
InChIKey:KGFLMVOSCPZDLH-UHFFFAOYSA-N
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Compound 2
Molecular Weight:790.9254
Molecular Formula:C60H39P
InChIKey:ONRHQICCNQTBNS-UHFFFAOYSA-N
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Compound 3a
Molecular Weight:288.77
Molecular Formula:C20H13Cl
InChIKey:DTCHZXYDTNPMSD-UHFFFAOYSA-N
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Compound 3b
Molecular Weight:299.3227
Molecular Formula:C20H13NO2
InChIKey:WZHWLFZOPUATOD-UHFFFAOYSA-N
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Compound 3c
Molecular Weight:269.3398
Molecular Formula:C20H15N
InChIKey:VMNVVBFUNRCDAZ-UHFFFAOYSA-N
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Compound 3d
Molecular Weight:333.221
Molecular Formula:C20H13Br
InChIKey:LBQBWZSTUKESHM-UHFFFAOYSA-N
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Compound 2′
Molecular Weight:1013.161
Molecular Formula:C69H57O6P
InChIKey:RYMSBHWSVISTSG-UHFFFAOYSA-N
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Compound 4
Molecular Weight:773.9584
Molecular Formula:C60H39N
InChIKey:GTKNNFWHHKOLGL-UHFFFAOYSA-N
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Compound 5
Molecular Weight:790.9254
Molecular Formula:C60H39P
InChIKey:VYAVFPCCHQNIDP-UHFFFAOYSA-N
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Compound 2a
Molecular Weight:806.9248
Molecular Formula:C60H39OP
InChIKey:JATBUWWZQBVWLJ-UHFFFAOYSA-N
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Compound 2b
Molecular Weight:867.9648
Molecular Formula:C61H42NO3P
InChIKey:LTQOHUCWXGDWQO-UHFFFAOYSA-N
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Compound 2c
Molecular Weight:804.76
Molecular Formula:C60H42BP
InChIKey:JFLWFMJCXMJNIB-UHFFFAOYSA-N
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