研究者情報 | 神奈川大学

イワクラ　イズミ Iwakura Izumi 岩倉　いずみ所属神奈川大学化学生命学部応用化学科神奈川大学大学院工学研究科工学専攻（応用化学領域）職種教授
言語種別	英語
発行・発表の年月	2001/11
形態種別	学術雑誌
査読	査読あり
標題	Highly Enantioselective Cyclopropanation of Styrenes and Diazoacetates Catalyzed by 3-Oxobutylideneaminatocobalt(II) Complexes, Part 2. Semiempirical Analysis of Diastereo and Enantioselectivities.
執筆形態	共著
掲載誌名	Bulletin of the Chemical Society of Japan
掲載区分	国外
出版社・発行元	The Chemical Society of Japan
巻・号・頁	74(11),pp.2151-2160
著者・共著者	Taketo Ikeno, Izumi Iwakura, Tohru Yamada
概要	A semiempirical analysis was performed on the 3-oxobutylideneaminato Co(II) complexes-catalyzed cyclopropanation. Although the energy diagram calculated by PM3(tm) had a contradiction, the structures and the energies of the reactant and the TS obtained by PM3(tm) could be relatively reliable by comparing with the results based on the DFT. Analysis of the TS by PM3(tm) indicated that the olefin approached parallel to the Co-C bond. It was revealed that the TS affording the (1S,2S)-arylcyclopropanecarboxylic acid ester corresponding to the (1S,2S)-Co complex was the most stable, because of the lowest steric repulsion among the aryl group of the diamine unit, the ester moiety, and the approaching olefin. It was clarified that the enantioselectivity occurred due to the repulsion between the aryl group of the diamine unit and the ester moiety and that the diastereoselectivity was controlled by the repulsion between the ester moiety and the approaching olefin.
DOI	https://doi.org/10.1246/bcsj.74.2151
researchmap用URL	https://www.journal.csj.jp/doi/abs/10.1246/bcsj.74.2151