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キハラ ノブヒロ
Kihara Nobuhiro 木原 伸浩 所属 神奈川大学 理学部 理学科 神奈川大学大学院 理学研究科 理学専攻(化学領域) 職種 教授 |
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言語種別 | 英語 |
発行・発表の年月 | 2004/03 |
形態種別 | 学術雑誌 |
査読 | 査読あり |
標題 | Asymmetric Benzoin Condensation Catalyzed by Chiral Rotaxanes Tethering Thiazolium Salt Moiety via The Cooperation of The Component: Can Rotaxane Be An Effective Reaction Field? |
執筆形態 | 共著 |
掲載誌名 | J. Am. Chem. Soc. |
巻・号・頁 | 126(11),pp.3438-3439 |
著者・共著者 | Yuya Tachibana, Nobuhiro Kihara, and Toshikazu Takata |
概要 | For catalytic asymmetric benzoin condensations, two optically active rotaxanes possessing thiazolium salt moieties were prepared using the binaphthyl group as the chiral auxiliary. The benzoin condensations of aromatic aldehydes catalyzed by the chiral rotaxanes as catalysts gave optically active benzoins with ca. 30% ee in moderate to high chemical yields depending upon the structure of rotaxane and the reaction conditions employed. From the results, two intrarotaxane chirality transfers are confirmed: (i) through-space chirality transfer from wheel to axle and (ii) through-bond chirality transfer controlled with an achiral wheel. Because these asymmetric reaction fields are specific to the rotaxane structure, the importance and possibility of the "rotaxane field" as a particular reaction field is demonstrated in this work. |
DOI | 10.1021/ja039461l |
ISSN | 0002-7863 |