title: Folding-promoted TBAX-mediated selective demethylation of methoxybenzene-based macrocyclic aromatic pentamers.
abstract: Described in this study is the ability of tetrabutylammonium salts (TBAX) to mediate an efficient mono- or di-demethylation removing one or two out of five aromatic methoxy methyl groups situated in similar chemical microenvironments in a H-bonded macrocyclic aromatic pentamer. These demethylations are found to be both chemo- and regioselective, and promoted by the H-bonding directed folding of the macrocyclic backbone.
authors.affiliation: Allan H. Conney Laboratory for Anticancer Research, Guang Dong University of Technology, Guang Dong, 510006, China.
authors.forename: Zhiyun
authors.initials: Z
authors.lastname: Du
authors.forename: Bo
authors.initials: B
authors.lastname: Qin
authors.forename: Chang
authors.initials: C
authors.lastname: Sun
authors.forename: Ying
authors.initials: Y
authors.lastname: Liu
authors.forename: Xi
authors.initials: X
authors.lastname: Zheng
authors.forename: Kun
authors.initials: K
authors.lastname: Zhang
authors.forename: Allan H
authors.initials: AH
authors.lastname: Conney
authors.forename: Huaqiang
authors.initials: H
authors.lastname: Zeng
mesh_terms: D000840:Anisoles / Q000737:chemistry*; D006860:Hydrogen Bonding; D007700:Kinetics; D047028:Macrocyclic Compounds / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008745:Methylation; D008958:Models, Molecular; D008968:Molecular Conformation; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013816:Thermodynamics
chemical_list: D000840:Anisoles; D047028:Macrocyclic Compounds; D000644:Quaternary Ammonium Compounds; C060998:anisole; C009405:tetrabutylammonium