Synthesis and properties of polycyclic quinones condensed with 1,6-methano[10]annulene |
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| Authors: | Shigeyasu Kuroda Mitsunori Oda Hiroaki Takamatsu Hirofumi Hatakeyama Chisa Noda Yanmei Zhang |
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| Affiliation: | 1. Department of Applied Chemistry, Graduate School of Science and Engineering, University of Toyama, Gofuku 3190, Toyama 930-8555, Japankuro@eng.u-toyama.ac.jp;3. Department of Chemistry, Faculty of Science, Shinshu University, Block EA, 9 Engineering Drive 1, Matsumoto, Nagano 390-8621, Japan;4. Department of Applied Chemistry, Graduate School of Science and Engineering, University of Toyama, Gofuku 3190, Toyama 930-8555, Japan |
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| Abstract: | Two types of polycyclic quinones condensed with 1,6-methano[10]annulenes as type A: 1,6-methanonaphtho[2,3-c][10]annulene-7,12-dione 5a, and type B: 1,6-methanonaphtho[2,3-c][10]annulene-5,14-dione 18, bis(1,6-methano[10]annuleno[3,4-b; 3,4-g])anthracene-10,21-dione 20, 1,6-methanoanthraceno[2,3-c][10]annulene-5,16-dione 22, 1,6-methanotetraceno[2,3-c][10]annulene-6,17-dione 23, and 1,6-methano phenanthreno[2,3-c][10]annulene-5,6-dione 24 have been synthesized. The acene derivative 6 corresponding to that of 5a was synthesized by the reduction of quinone 5a. The physical, spectral, and chemical properties of these new compounds have been investigated. |
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| Keywords: | Bridged [10]annulene Poly condensed quinone Condensed acene Rearrangement Fluorescence Reduction potentials |
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