Synthesis of Nonaphenylenes and Dodecaphenylenes Using Electron-transfer Oxidation of Lipshutz Cuprate Intermediates
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- Masahiko Iyoda
- Department of Chemistry, Graduate School of Science, Tokyo Metropolitan University
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- Mohammad Jalilur Rahman
- Department of Chemistry, Graduate School of Science, Tokyo Metropolitan University
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- Aoi Matsumoto
- Department of Chemistry, Graduate School of Science, Tokyo Metropolitan University
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- Mo Wu
- Department of Chemistry, Graduate School of Science, Tokyo Metropolitan University
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- Yoshiyuki Kuwatani
- Department of Chemistry, Graduate School of Science, Tokyo Metropolitan University
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- Kazumi Nakao
- Department of Chemistry, Graduate School of Science, Tokyo Metropolitan University
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- Yoshihiro Miyake
- Department of Chemistry, Graduate School of Science, Tokyo Metropolitan University
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Abstract
<jats:title>Abstract</jats:title> <jats:p>Nonaphenylene and its hexaalkyl derivatives have been synthesized using electron-transfer oxidation of Lipshutz cuprates with duroquinone. Oxidation of the Lipshutz cuprate derived from dibromo-o-terphenyl in THF produced nonaphenylene in moderate yield, whereas the similar oxidation of the Lipshutz cuprate derived from diiododiethyl-o-terphenyl in ether afforded the corresponding nonaphenylene and dodecaphenylene. Furthermore, oxidation of Lipshutz cuprate derived from diiododibutyl-o-terphenyl only gave the nonaphenylene.</jats:p>
Journal
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- Chemistry Letters
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Chemistry Letters 34 (11), 1474-1475, 2005-09-28
Oxford University Press (OUP)
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Details
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- CRID
- 1360283694087311744
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- NII Article ID
- 10016843796
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- NII Book ID
- AA00603318
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- ISSN
- 13480715
- 03667022
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- Data Source
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- Crossref
- CiNii Articles