Multistep assembling via intermolecular interaction between (bis)styryl dye and cucurbit[7]uril: Spectral effects and host sliding motion. (August 2016)

• Record Type: Journal Article
• Authors: Chernikova, Ekaterina Y.; Tkachenko, Sergey V.; Fedorova, Olga A.; Peregudov, Alexander S.; Godovikov, Ivan A.; Shepel, Nikolay E.; Minkovska, Stela; Kurutos, Atanas; Gadjev, Nikolay; Deligeorgiev, Todor G.; Fedorov, Yuri V.
• Is Part Of: Dyes and pigments. Volume 131(2016)
• Page Start: 206
• Page End: 214
• Publication Date: 2016-08
• Subjects: Cucurbit[7]uril -- (Bis)styryl dye -- Supramolecular chemistry -- Host–guest complex -- Protonation -- Molecular shuttle; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2016.04.013
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: The host–guest interaction between bis(styryl)pyridinium dye (BSP ) and cucurbit[7]uril (CB[7]) was studied by means of optical spectroscopy, 1 H and 2D (COSY, ROESY, DOSY) NMR spectroscopy and electrospray ionization mass spectrometry in different microenvironment (aqueous or phosphate buffer solution). The CB[7] macrocycles bind toBSP dye in a stepwise manner thus forming higher stoichiometric complexes such as (H + )2 –BSP –(CB[7])3 in aqueous orBSP –(CB[7])3 in buffered solution. In the case of aqueous solution, complex formation is accompanied by the host-assisting protonation of the anilino-typeBSP nitrogen atoms, that causes a pronounced effect on its spectral properties. Stimuli-responsive sliding movements of the CB[7] macrocycles along the stalk of dye molecule were also observed. Graphical abstract: Highlights: Spectral properties of dye in the presence of CB[7] were studied in aqueous and buffer solution. Stepwise threading of CB[7] macrocycles on the dye towards one-to-three complex model are reported. Host sliding upon protonation or electrostatic repulsion induced by CB[7] is observed.