研究者情報 | 神奈川大学

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
言語種別	英語
発行・発表の年月	2010
形態種別	学術雑誌
査読	査読あり
招待論文	招待あり
標題	Asymmetric Benzoin Condensation: Unique Asymmetric Field Constructed by the Cooperation of Rotaxane Compnents
執筆形態	共著
掲載誌名	Phosphorus, Sulfur, and Silicon
巻・号・頁	185(5-6),pp.1182-1205
著者・共著者	Yuya Tachibana, Nobuhiro Kihara, Kazuko Nakazono, Toshikazu Takat
概要	A binaphthyl group as the chiral auxiliary was introduced in either the wheel or the axle component of the rotaxanes. Rate of the catalytic benzoin condensation of benzaldehyde with a rotaxane catalyst without the binaphthyl moiety was compared with its axle component to understand the effect of wheel component. Among several solvents used, methanol was the best solvent, which showed the highest yield (98%) of benzoin in the presence of 5 mol% of either the rotaxane and the axle catalysts. The benzoin condensations of aromatic aldehydes catalyzed by the chiral rotaxanes gave optically active benzoins with 0-32% e.e. in 5-92% yield. 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. The importance and possibility of the orotaxane fieldo as a particular reaction field are demonstrated.
DOI	10.1080/10426501003773589
ISSN	1042-6507