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Direct Synthesis of Fluorescent 1,3a,6a-Triazapentalene Derivatives via Click–Cyclization–Aromatization Cascade Reaction
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- Kosuke Namba
- Division of Chemistry, Graduate School of Science, Hokkaido University, Kita-ku, Sapporo 060-0810, Japan
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- Ayumi Osawa
- Division of Chemistry, Graduate School of Science, Hokkaido University, Kita-ku, Sapporo 060-0810, Japan
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- Shoji Ishizaka
- Division of Chemistry, Graduate School of Science, Hokkaido University, Kita-ku, Sapporo 060-0810, Japan
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- Noboru Kitamura
- Division of Chemistry, Graduate School of Science, Hokkaido University, Kita-ku, Sapporo 060-0810, Japan
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- Keiji Tanino
- Division of Chemistry, Graduate School of Science, Hokkaido University, Kita-ku, Sapporo 060-0810, Japan
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Description
An efficient and versatile method was established for the preparation of 1,3a,6a-triazapentalenes. The 1,3a,6a-triazapentalene skeleton without an additional fused ring system was discovered to be a compact and highly fluorescent chromophore, which exhibited various interesting fluorescent properties such as a noteworthy correlation of luminescent wavelength with the Hammett σ(p) value and a strongly positive solvatofluorochromism.
Journal
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- Journal of the American Chemical Society
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Journal of the American Chemical Society 133 (30), 11466-11469, 2011-07-13
American Chemical Society (ACS)