title: Triptycene-Based Chiral Macrocyclic Hosts for Highly Enantioselective Recognition of Chiral Guests Containing a Trimethylamino Group.
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.
authors.affiliation: Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.|University of Chinese Academy of Sciences, Beijing, 100049, China.
authors.forename: Geng-Wu
authors.identifier: http://orcid.org/0000-0001-5766-9264
authors.initials: GW
authors.lastname: Zhang
authors.affiliation: Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
authors.forename: Peng-Fei
authors.identifier: http://orcid.org/0000-0001-7945-4993
authors.initials: PF
authors.lastname: Li
authors.affiliation: Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.|University of Chinese Academy of Sciences, Beijing, 100049, China.
authors.forename: Zheng
authors.identifier: http://orcid.org/0000-0002-6775-3213
authors.initials: Z
authors.lastname: Meng
authors.affiliation: Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.|University of Chinese Academy of Sciences, Beijing, 100049, China.
authors.forename: Han-Xiao
authors.identifier: http://orcid.org/0000-0002-4594-2128
authors.initials: HX
authors.lastname: Wang
authors.affiliation: Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
authors.forename: Ying
authors.identifier: http://orcid.org/0000-0003-4622-6550
authors.initials: Y
authors.lastname: Han
authors.affiliation: Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China. cchen@iccas.ac.cn.
authors.forename: Chuan-Feng
authors.identifier: http://orcid.org/0000-0002-4347-1406
authors.initials: CF
authors.lastname: Chen
keywords: chiral resolution; enantioselective recognition; host-guest chemistry; macrocycles; triptycenes