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http://dx.doi.org/10.5012/bkcs.2010.31.04.984

Synthesis and Structure of Benzotriazolyl Fluorenes  

KohPark, Kwang-Hee (Department of Chemistry, Chungnam National University)
Jung, Hye-Mi (Department of Chemistry, Chungnam National University)
Lee, Tae-Woo (Department of Chemistry, Chungnam National University)
Kang, Sung-Kwon (Department of Chemistry, Chungnam National University)
Publication Information
Bulletin of the Korean Chemical Society / v.31, no.4, 2010 , pp. 984-988 More about this Journal
Abstract
1-(Fluoren-2-yl)-benzo[d][1,2,3]triazoles 5a-b were synthesized starting from 2-nitrofluorene. 2-Nitrofluorenes 1a-b were reduced by catalytic hydrogenation, reacted with 2,4-dinitrofluorobenzene followed by catalytic hydrogenation to afford 2-(N-2,4-diaminophenyl)aminofluorenes 4a-b. Diazotization of 4a-b with $NaNO_2/H_2SO_4$ followed by treatment with $H_3PO_2$ gave 5a-b. Sulfonation of 5a-b yielded 7-benzotriazol-1-yl-fluorene-2-sulfonic acids 6a-b. The structures of 5b and 6b were firmly identified by X-ray crystal analysis in addition to $^1H$ NMR, $^{13}C$ NMR, and elemental analysis.
Keywords
2-Aminofluorenes; 2-(N-2,4-Dinitrophenyl)aminofluorenes; 2-(N-2,4-Diaminophenyl)aminofluorenes; 1-(Fluoren-2-yl)-benzo[d][1,2,3]triazoles; 7-Benzotriazol-1-yl-fluorene-2-sulfonic acids;
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