Triptycene‐Based Chiral Macrocyclic Hosts for Highly Enantioselective Recognition of Chiral Guests Containing a Trimethylamino Group |
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| Authors: | Geng‐Wu Zhang Peng‐Fei Li Zheng Meng Han‐Xiao Wang Ying Han Prof. Chuan‐Feng Chen |
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| Affiliation: | 1. Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, China;2. University of Chinese Academy of Sciences, Beijing, China |
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| Abstract: | A new class of chiral macrocyclic arene composed of three chiral 2,6‐dihydroxyltriptycene subunits bridged by methylene groups was designed and synthesized. Structural studies showed that the macrocyclic molecule adopts a hex‐nut‐like structure with a helical chiral cavity and highly fixed conformation. Efficient resolution was achieved through the introduction of chiral auxiliaries to give a couple of enantiopure macrocycles, which exhibited high enantioselectivity towards three pairs of chiral compounds containing a trimethylamino group. |
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| Keywords: | chiral resolution enantioselective recognition host– guest chemistry macrocycles triptycenes |
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