2015年5月
Preparation of a Cyclic Polyphenylene Array for a Zigzag-Type Carbon Nanotube Segment
JOURNAL OF ORGANIC CHEMISTRY
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- 巻
- 80
- 号
- 10
- 開始ページ
- 5092
- 終了ページ
- 5110
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1021/acs.joc.5b00485
- 出版者・発行元
- AMER CHEMICAL SOC
Preparation of cyclic polyphenylene array 2, which corresponds to a complete carbon array of a zigzag-type CNT segment with (18,0)-structure, has been established by a Diels-Alder reaction of cyclic biphenylylene-acetylene derivative 1 with tetraphenylcyclopentadienone. The reaction of 2 with excess FeCl3 realized a presumed cyclodehydrogenation reaction and elimination of the alkyl chains that were introduced as a measure to counter the low solubility problem, but this resulted in the formation of a complicated mixture that included the mass region of a presumed zigzag-type CNT segment with (18,0)-structure. The rather efficient blue emission of cyclic compounds 1 and 2 was discussed utilizing fluorescence (FL) quantum efficiencies (Phi(FL)) and lifetimes (tau(FL)) in their crystalline state along with those in dichloromethane solution. Thermal analyses of these compounds revealed their characteristic phase transition behavior. The synthesis of a novel cyclic polyphenylene array by utilizing a Diels-Alder reaction of cyclic phenylene-acetylene compounds with tetraphenylcyclopentadienone should afford an attractive pathway to a novel belt-shaped CNT segment.
- リンク情報
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- DOI
- https://doi.org/10.1021/acs.joc.5b00485
- J-GLOBAL
- https://jglobal.jst.go.jp/detail?JGLOBAL_ID=201502243581157966
- PubMed
- https://www.ncbi.nlm.nih.gov/pubmed/25897836
- Web of Science
- https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000354908500028&DestApp=WOS_CPL
- ID情報
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- DOI : 10.1021/acs.joc.5b00485
- ISSN : 0022-3263
- J-Global ID : 201502243581157966
- PubMed ID : 25897836
- Web of Science ID : WOS:000354908500028