キハラ ノブヒロ   Kihara Nobuhiro
  木原 伸浩
   所属   神奈川大学  理学部 化学科
   職種   教授
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