title: Synthesis and structure of upper-rim 1,3-alternate tetraoxacalix[2]arene[2]triazine azacrowns and change of cavity in response to fluoride anion.
abstract: The upper-rim 1,3-alternate tetraoxacalix[2]arene[2]triazine azacrowns were constructed effectively by macrocyclic condensation reaction of diamines with dichlorinated tetraoxacalix[2]arene[2]triazine intermediates that were synthesized from the stepwise fragment coupling reactions of 3,5-dihydroxybenzoic acid esters with cyanuric chlorides. Because of the formation of conjugation of amino groups with triazine rings, tetraoxacalix[2]arene[2]triazine azacrowns existed in a mixture of syn- and anti-isomeric forms. Both fluorescence titration and 1H NMR spectroscopic study showed that tetraoxacalix[2]arene[2]triazine azacrowns interacted with fluoride anion, leading to cavity changes of the host molecules.
authors.affiliation: Beijing National Laboratory for Molecular Sciences, Laboratory of Chemical Biology, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100080, China.
authors.forename: Bao-Yong
authors.initials: BY
authors.lastname: Hou
authors.forename: De-Xian
authors.initials: DX
authors.lastname: Wang
authors.forename: Hai-Bo
authors.initials: HB
authors.lastname: Yang
authors.forename: Qi-Yu
authors.initials: QY
authors.lastname: Zheng
authors.forename: Mei-Xiang
authors.initials: MX
authors.lastname: Wang
mesh_terms: D000588:Amines / Q000737:chemistry; D000838:Anions / Q000737:chemistry*; D019817:Benzoic Acid / Q000737:chemistry; D047250:Calixarenes / Q000737:chemistry*; D047248:Crown Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D004952:Esters / Q000737:chemistry; D005459:Fluorides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D014227:Triazines / Q000737:chemistry*
chemical_list: D000588:Amines; D000838:Anions; D047248:Crown Compounds; D004952:Esters; D014227:Triazines; D047250:Calixarenes; D019817:Benzoic Acid; D005459:Fluorides