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- Title
Triptycene-Based Chiral Macrocyclic Hosts for Highly Enantioselective Recognition of Chiral Guests Containing a Trimethylamino Group.
- Authors
Zhang, Geng‐Wu; Li, Peng‐Fei; Meng, Zheng; Wang, Han‐Xiao; Han, Ying; Chen, Chuan‐Feng
- 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.
- Subjects
MACROCYCLIC compounds; TRIPTYCENES; ENANTIOSELECTIVE catalysis; TRIMETHYLAMINE; CHIRALITY; DEMETHYLATION; ENANTIOMERS
- Publication
Angewandte Chemie, 2016, Vol 128, Issue 17, p5390
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201600911