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ID 113633
Title Alternative
Synthesis and Evaluation of 1,3a,6a-triazapentalene (TAP)-bonded system
Author
Ito, Masami Tokushima University
Mera, Akane Tokushima University
Mashimo, Takaki Hokkaido University
Seki, Tomohiro Hokkaido University
Ohashi, Eisaku Tokushima University
Kitamura, Kei Kwansei Gakuin University
Hamura, Toshiyuki Kwansei Gakuin University
Ito, Hajime Hokkaido University
Keywords
1,3a,6a-triazapentalene
TAP-dimer
TAP-trimer
luminescent mechanochromism
TAP-bonded system
Content Type
Journal Article
Description
A method of synthesizing a directly connected 1,3a,6a-triazapentalene (TAP) ring system as a linearly bonded aromatic system with a planar form was established. Various TAP-dimers and a 2-alkyl-TAP-trimer were synthesized and their fluorescence properties were evaluated. Although the direct connection of the TAP ring with other TAP rings did not affect the fluorescence properties in diluted solvent, TAP-dimers showed unique fluorescence properties derived from the aggregation state under highly concentrated conditions. In particular, TAP-dimer 5f showed aggregation-induced emission in highly concentrated solution, and 5b showed typical mechanochromic fluorescence in the solid state despite their compact molecular size.
Journal Title
Chemistry- A European Journal
ISSN
15213765
09476539
NCID
AA11076269
Publisher
Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Volume
24
Issue
67
Start Page
17727
End Page
17733
Published Date
2018-10-08
Rights
This is the peer reviewed version of the following article: M. Ito, A. Mera, T. Mashimo, T. Seki, S. Karanjit, E. Ohashi, A. Nakayama, K. Kitamura, T. Hamura, H. Ito, K. Namba, Chem. Eur. J. 2018, 24, 17727, which has been published in final form at https://doi.org/10.1002/chem.201804733. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.
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DOI (Published Version)
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language
eng
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departments
Pharmaceutical Sciences