title: Molecular Recognition Properties of Biphen[4]arene.
abstract: Biphen[n]arenes (n=3, 4) are a new family of macrocyclic hosts. Here, we describe the molecular recognition behavior of hydroxylated biphen[4]arene (OHBP4) for the first time. A series of cationic guests with different sizes and shapes, including quaternary ammonium salts (1⋅PF6and 2⋅PF6), pyridinium-based guests (3⋅2 PF6-6⋅2 PF6), and cobaltocenium hexafluorophosphate (7⋅PF6), were chosen as model guest molecules. OHBP4 exhibits good selectivity towards the 2,7-dibutyldiazapyrenium bis(hexafluorophosphate) (4⋅2 PF6) axle to form a [2]pseudorotaxane-type complex. In contrast, hydroxylated biphen[3]arene (OHBP3) cannot bind with this big guest. In addition, OHBP4 strongly interacts with adamantane derivative 2⋅PF6and cobaltocenium 7⋅PF6, which have tridimensional shape and relatively large size. The association constant of the 7+⊂OHBP4 complex in 1:1 (v/v) [D6]acetone/CD2Cl2solution is up to 3100±300 m-1.
authors.affiliation: School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai, 201418, P.R. China.|Department of Chemistry, Center for Supramolecular Chemistry and Catalysis, Shanghai University, Shanghai, 200444, P.R. China.
authors.forename: Suxiang
authors.initials: S
authors.lastname: Ma
authors.affiliation: Department of Chemistry, Center for Supramolecular Chemistry and Catalysis, Shanghai University, Shanghai, 200444, P.R. China.
authors.forename: Huanqing
authors.initials: H
authors.lastname: Chen
authors.affiliation: Department of Chemistry, Center for Supramolecular Chemistry and Catalysis, Shanghai University, Shanghai, 200444, P.R. China.
authors.forename: Jian
authors.initials: J
authors.lastname: Li
authors.affiliation: Department of Chemistry, Center for Supramolecular Chemistry and Catalysis, Shanghai University, Shanghai, 200444, P.R. China.|State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, 730000, P.R. China.
authors.forename: Xueshun
authors.initials: X
authors.lastname: Jia
authors.affiliation: School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai, 201418, P.R. China.|Department of Chemistry, Center for Supramolecular Chemistry and Catalysis, Shanghai University, Shanghai, 200444, P.R. China.
authors.forename: Chunju
authors.initials: C
authors.lastname: Li
keywords: biphen[n]arenes; macrocyclic hosts; molecular recognition; supramolecular chemistry