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Enantioselective Synthesis of [9]‐ and [11]Helicene‐like Molecules: Double Intramolecular [2+2+2] Cycloaddition
Authors:Yuki Kimura  Naohiro Fukawa  Yuta Miyauchi  Prof?Dr Keiichi Noguchi  Prof?Dr Ken Tanaka
Institution:1. Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184‐8588 (Japan);2. Instrumentation Analysis Center, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184‐8588 (Japan);3. Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, Ookayama, Meguro‐ku, Tokyo 152‐8550 (Japan) http://www.tuat.ac.jp/~tanaka‐k/;4. Japan Science and Technology Agency, ACT‐C, 4‐1‐8 Honcho, Kawaguchi, Saitama, 332‐0012 (Japan)
Abstract:The enantioselective synthesis of completely ortho‐fused 9]‐ and 11]helicene‐like molecules has been achieved through a rhodium‐mediated, intramolecular, double 2+2+2] cycloaddition of phenol‐ or 2‐naphthol‐linked hexaynes. Crystal structures and photophysical properties of these 9]‐ and 11]helicene‐like molecules have also been disclosed.
Keywords:alkynes  cycloaddition  enantioselectivity  helical structures  rhodium
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