title: Controlling the reactivity of the Se-Se bond by the supramolecular chemistry of cucurbituril.
abstract: We describe a new strategy to control the reactivity of SeSe bond by using supramolecular chemistry of cucurbituril. We have demonstrated that selenocystamine (SeCy) and cucurbit[6]uril (CB[6]) can form a stable supramolecular complex (Ka =5.5×10(6)  M(-1) ). Before complexation, the free SeSe bond in SeCy is rather sensitive to redox stimuli and gets disrupted quickly with addition of reductant or oxidant. However, after binding with CB[6], the SeSe bond becomes quite inert and hardly reacts with reductant or oxidant. One advantage of this supramolecular protection is that it can be applied in a wide pH range from weakly acidic to basic. Additionally, the supramolecular complex formed by SeCy and CB[6] can be reversibly dissociated simply with addition of Ba(2+) .
authors.affiliation: Department of Chemistry, Tsinghua University, Beijing, 100084 (China).
authors.forename: Huifeng
authors.initials: H
authors.lastname: Ren
authors.forename: Zehuan
authors.initials: Z
authors.lastname: Huang
authors.forename: Hui
authors.initials: H
authors.lastname: Yang
authors.forename: Huaping
authors.initials: H
authors.lastname: Xu
authors.forename: Xi
authors.initials: X
authors.lastname: Zhang
mesh_terms: D001952:Bridged-Ring Compounds / Q000737:chemistry; D003538:Cystamine / Q000031:analogs & derivatives / Q000737:chemistry; D007093:Imidazoles / Q000737:chemistry; D047028:Macrocyclic Compounds / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D016566:Organoselenium Compounds / Q000737:chemistry; D010084:Oxidation-Reduction; D012643:Selenium / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D000099246:Cucurbit(n)urils
chemical_list: D001952:Bridged-Ring Compounds; D003538:Cystamine; D007093:Imidazoles; D047028:Macrocyclic Compounds; D016566:Organoselenium Compounds; D012643:Selenium; D000099246:Cucurbit(n)urils; C014807:selenocystamine; C454805:cucurbit(6)uril
keywords: host-guest interactions; kinetics; reactivity; selenium; supramolecular chemistry