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Taco Complex Templated Syntheses of a Cryptand/Paraquat [2]Rotaxane and a [2]Catenane by Olefin Metathesis

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journal contribution
posted on 06.08.2009, 00:00 by Shijun Li, Ming Liu, Bo Zheng, Kelong Zhu, Feng Wang, Ning Li, Xiao-Li Zhao, Feihe Huang
Taco complex templation based on the bis(m-phenylene)-32-crown-10/paraquat recognition motif is used to develop a general method for preparing mechanically interlocked molecules. A [2]rotaxane and a [2]catenane were synthesized in high yields by a ring-closing metathesis reaction, which was owed to the impactful template effect. Due to the high symmetry of (5,5′)-difunctional bis(m-phenylene)-32-crown-10 derivatives, this taco complex templated synthesis has potential to be a tempting method to solve a symmetry-based problem in the fabrication of complicated mechanically interlocked structures.