2014年2月
Synthesis and Characterization of [5]Cycloparaphenylene
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- ,
- ,
- 巻
- 136
- 号
- 6
- 開始ページ
- 2284
- 終了ページ
- 2287
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1021/ja413214q
- 出版者・発行元
- AMER CHEMICAL SOC
The synthesis of highly strained [5]cycloparaphenylene ([5]CPP), a structural unit of the periphery of C-60 and the shortest possible structural constituent of the sidewall of a (5,5) carbon nanotube, was achieved in nine steps in 17% overall yield. The synthesis relied on metal-mediated ring closure of a triethylsilyl (TES)-protected masked precursor 1c followed by removal of the TES groups and subsequent reductive aromatization. UV-vis and electrochemical studies revealed that the HOMO-LUMO gap of [5]CPP is narrow and is comparable to that of C-60, as predicted by theoretical calculations. The results suggest that [5]CPP should be an excellent lead compound for molecular electronics.
- リンク情報
- ID情報
-
- DOI : 10.1021/ja413214q
- ISSN : 0002-7863
- Web of Science ID : WOS:000331343300025