Using “Threading Followed by Shrinking” to Synthesize Highly Stable Dialkylammonium‐Ion‐Based Rotaxanes |
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| Authors: | Liang‐Yun Wang Jia‐Ling Ko Prof Chien‐Chen Lai Yi‐Hung Liu Prof Shie‐Ming Peng Prof Sheng‐Hsien Chiu |
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| Institution: | 1. Department of Chemistry and Center for Emerging Material and Advanced Devices, National Taiwan University, No. 1, Sec. 4, Roosevelt Rd., Taipei, Taiwan 10617 (R.O.C.), Fax: (+886)?2‐33661677;2. Institute of Molecular Biology, National Chung Hsing University and Department of Medical Genetics, China Medical University Hospital, Taichung, Taiwan (R.O.C.) |
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| Abstract: | Herein, we report a “threading followed by shrinking” approach for the synthesis of rotaxanes by using an “oxygen‐deficient” macrocycle that contained two arylmethyl sulfone units and the dumbbell‐shaped salt bis(3,5‐dimethylbenzyl)ammonium tetrakis(3,5‐trifluoromethylphenyl)borate as the host and guest components, respectively. The extrusion of SO2 from both of the arylmethyl sulfone units of the macrocyclic component in the corresponding 2]pseudorotaxane resulted in a 2]rotaxane that was sufficiently stable to maintain its molecular integrity in CD3SOCD3 at 393 K for at least 5 h. |
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| Keywords: | rotaxanes shrinking supramolecular chemistry synthetic methods threading |
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