Asymmetric crystallization of bisguanidinobenzene derivatives |
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| Authors: | Waka Nakanishi Masatoshi Kawahata Tsutomu Ishikawa |
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| Institution: | a Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi, Inage, Chiba 263-8522, Japan
b Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, 1314-1 Shido, Sanuki, Kagawa 769-2193, Japan |
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| Abstract: | We show that the mono-N-methylated and -ethylated derivatives of the achiral compound bisguanidinobenzene undergo spontaneous asymmetric crystallization into a chiral form with chiral space group P212121. The absolute configurations of the chiral crystals were determined by X-ray crystallography and correlated with circular dichroism (CD) spectra recorded in the solid state. The corresponding protonated and isopropylated derivatives, by contrast, afforded achiral crystals. |
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| Keywords: | Asymmetric crystallization Guanidine CD X-ray diffraction |
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