Department of Chemical Science and Engineering, Kobe University , 1-1 Rokkodai, Nada, Kobe 657-8501, Japan, and Quantum Beam Science Directorate, Japan Atomic Energy Agency , 1-1-1 Koto, Sayo-cho, Sayo-gun, Hyogo 679-5148, Japan.
Org Lett. 2012 May 18;14(10):2476-9. doi: 10.1021/ol300755y. Epub 2012 May 2.
Clipping by ring-closing metathesis freezes rotation of a C-C bond to result in forming axial chirality. Treatment of bisbenzimidazole bearing an N-(3-butenyl) substituent with a Grubbs' catalyst undergoes ring-closing metathesis, in which the stereochemistry of the thus formed olefin was exclusively E-form. Analysis by HPLC with a chiral stationary column confirmed clear baseline separation of each enantiomer.
环化复分解切断 C-C 键的旋转，导致轴向手性的形成。用 Grubbs 催化剂处理带有 N-(3-丁烯基)取代基的双苯并咪唑，发生环化复分解反应，由此形成的烯烃的立体化学完全为 E 式。用手性固定相的 HPLC 分析证实了每个对映异构体的明显基线分离。
