title: Complexation of Racemic 2,6-Helic[6]arene and Its Hexamethyl-Substituted Derivative with Quaternary Ammonium Salts, N-Heterocyclic Salts, and Tetracyanoquinodimethane.
abstract: Complexation of racemic 2,6-helic[6]arene 1 and its hexamethyl-substituted derivative 2 with quaternary ammonium salts, N-heterocyclic salts, and tetracyanoquinodimethane have been described in detail. It was found that host 2 could form stable complexes with acetyl choline, thiaacetyl choline, N,N,N-trimethylbenzenammonium salt, pyridinium, and 4,4'-bipyridinium salts in solution and/or in the solid state. The unsubstituted macrocycle 1 showed more significant complexation with the widely tested quaternary ammonium salts and N-heterocyclic salts, and exhibited stronger complexation towards the guests than its derivative 2. Moreover, it was found that macrocycle 1 and its derivative 2 could also complex with neutral electron-deficient tetracyanoquinodimethane (TCNQ), and the association constants were determined to be 2840±94 and 1358±46 m-1, respectively. These results could make this new macrocycle and its derivatives find wide applications in the design and construction of functional supramolecular assemblies.
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, P.R. China.|University of Chinese Academy of Sciences, Beijing, 100049, P.R. 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, P.R. 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, P.R. China.|University of Chinese Academy of Sciences, Beijing, 100049, P.R. 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, P.R. 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, P.R. China.|University of Chinese Academy of Sciences, Beijing, 100049, P.R. China.
authors.forename: Chuan-Feng
authors.identifier: http://orcid.org/0000-0002-4347-1406
authors.initials: CF
authors.lastname: Chen
keywords: N-heterocyclic salts; complexation; host-guest systems; macrocyclic arenes; quaternary ammonium salts