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Crystal Structure of the Isopropylzinc Alkoxide of Pyrimidyl Alkanol: Mechanistic Insights for Asymmetric Autocatalysis with Amplification of Enantiomeric Excess |
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| Authors: | Dr Arimasa Matsumoto Takaaki Abe Atsushi Hara Takayuki Tobita Taisuke Sasagawa Prof?Dr Tsuneomi Kawasaki Prof?Dr Kenso Soai |
| Affiliation: | 1. Department of Applied Chemistry, Tokyo University of Science, Kagurazaka, Shinjuku‐ku, Tokyo 162‐8601 (Japan);2. Research Institute for Science and Technology, Tokyo University of Science, Kagurazaka, Shinjuku‐ku, Tokyo 162‐8601 (Japan);3. Department of Materials Science and Engineering, Faculty of Engineering, University of Fukui, Bunkyo, Fukui 910‐8507 (Japan) |
| Abstract: | Asymmetric amplification during self‐replication is a key feature that is used to explain the origin of homochirality. Asymmetric autocatalysis of pyrimidyl alkanol in the asymmetric addition of diisopropylzinc to pyrimidine‐5‐carbaldehyde is a unique example of this phenomenon. Crystallization of zinc alkoxides of this 5‐pyrimidyl alkanol and single‐crystal X‐ray diffraction analysis of the alkoxide crystals reveal the existence of tetramer or higher oligomer structures in this asymmetric autocatalytic system. |
| Keywords: | asymmetric amplification autocatalysis enantioselectivity X‐ray diffraction zinc alkoxide |
