カサシマ　ヨシオ   YOSHIO KASASHIMA   笠嶋　義夫    所属   千葉工業大学  創造工学部 教育センター（創造工学部）    職種   教授
言語種別	英語
発行・発表の年月	2021/10/11
形態種別	学術雑誌
査読	査読あり
標題	Chiral Symmetry Breaking of Racemic 3‑Phenylsuccinimides via Crystallization-Induced Dynamic Deracemization
執筆形態	共著
掲載誌名	Crystal Growth & Design
掲載区分	国外
出版社・発行元	American Chemical Society
巻・号・頁	21(11),pp.6051-6055
総ページ数	5
著者・共著者	Kazutaka Sanada, Aoi Washio, Kazuki Nishihata, Fumitoshi Yagishita, Yasushi Yoshida, Takashi Mino, Shinichi Suzuki, Yoshio Kasashima, and Masami Sakamoto
概要	Chiral symmetry breaking of 3-phenylsuccinimides by crystallization-induced dynamic deracemization was performed. We found that N-propyl and N-(3-methoxyphenyl)-3-phenylsuccinimides crystallized as racemic conglomerates, and their crystal structures were determined by single-crystal X-ray structure analysis. Their rapid racemization via enolate ions under basic conditions was confirmed. Crystallization of a small amount of racemic substrates from the solution by evaporating solvent with stirring promoted deracemization from 55% to 98% ee. On the other hand, attrition-enhanced deracemization (Viedma ripening) was applied to deracemization experiments on a larger scale converging to enantiomeric crystals with >99% ee.
DOI	10.1021/acs.cgd.1c01010
ISSN	1528-7505