Issue 42, 2013
From the journal:

Chemical Communications

Asymmetric transformation by dynamic crystallization of achiral succinimides†

Shoko Hachiya,a   Yoshio Kasashima,b   Fumitoshi Yagishita,ac   Takashi Mino,a   Hyuma Masuc  and  Masami Sakamoto*a  

* Corresponding authors

a Department of Applied Chemistry and Biotechnology, Graduate School Engineering, Chiba University, Yayoi-cho, Inage-ku, Chiba-shi, Chiba 263-8522, Japan
E-mail: sakamotom@faculty.chiba-u.jp

b Education Center, Faculty of Engineering, Chiba Institute of Technology, Shibazono 2-2-1, Narashino-shi, Chiba 275-0023, Japan

c Chiba Analysis Center, Chiba University, Yayoi-cho, Inage-ku, Chiba-shi, Chiba 263-8522, Japan

Abstract

Optically active materials could be generated by simple solidification of achiral materials without an external chiral source. When achiral cis-3,4-diphenylsuccinimides were solidified in the presence of a catalytic amount of DBU by evaporating the solvent with stirring, optically active trans-3,4-diphenylsuccinimides were obtained quantitatively with high enantiomeric excesses.

Graphical abstract: Asymmetric transformation by dynamic crystallization of achiral succinimides

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Article information

DOI
https://doi.org/10.1039/C3CC41678J
Article type
Communication
Submitted
07 Mar 2013
Accepted
05 Apr 2013
First published
08 Apr 2013

Chem. Commun., 2013,49, 4776-4778

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Asymmetric transformation by dynamic crystallization of achiral succinimides

S. Hachiya, Y. Kasashima, F. Yagishita, T. Mino, H. Masu and M. Sakamoto, Chem. Commun., 2013, 49, 4776 DOI: 10.1039/C3CC41678J

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