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Paper | Regular issue | Vol 94, No. 5, 2017, pp.923-937
Published online, 27th April, 2017
DOI: 10.3987/COM-17-13699
Stereoisomerization of 1,4-Dihydroarsininetetracarboxylic Acid Diimides under Non-Acidic Condition from cis- to trans-Forms

Kensuke Naka,* Takuji Kato, Koushi Abe, Makoto Ishidoshiro, Shintaro Nishiyama, Susumu Tanaka, Hiroaki Imoto, Seiji Watase, Kimihiro Matsukawa, Hiroyuki Fueno, and Kazuyoshi Tanaka

*Department of Chemistry and Materials Technology, Graduate School of Science and Technology, Kyoto Institute of Technology, Goshokaido-cho, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan

Abstract

Stereoisomerization of cis-1,4-dihydro-1,4-dimethyl-1,4-diarsininetetracarboxylic acid diimides, which were prepared from cis-1,4-dihydro-1,4-diarsininetetracarboxylic acid dianhydride with n-dodecylamine or aniline, to trans-isomers in CDCl3 proceeded at room temperature and quantitatively by repeated concentration and dissolution process in various solvents such as CHCl3, toluene, and ethyl acetate. Two stereoisomers were isolated respectively as single crystals, of which structures were determined by X-ray crystallography.