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ISSN 1998-9539

Water-Soluble Pillar[5]arenes: Synthesis and Characterization of the Inclusion Complexes with p-Toluenesulfonic Acid

Dmitry N. Shurpik,a Luidmila S. Yakimova,a Ildar Kh. Rizvanov,b Vitaly V. Plemenkov,c and Ivan I. Stoikov a@

aKazan Federal University, A.M. Butlerov Chemical Institute, 420008 Kazan, Russian Federation

bA.E. Arbuzov’ Institute of Organic and Physical Chemistry of KSC RAS, 420088 Kazan, Russian Federation

cImmanuel Kant Baltic Federal University, Institute of Biochemistry, 236041 Kaliningrad, Russian Federation

@Corresponding author E-mail:


DOI: 10.6060/mhc140928s

Macroheterocycles 2015 8(2) 128-134


Novel symmetric cationic water-soluble pillar[5]arenes bearing trimethylammonium/methyldiethylammonium groups at both of two rims were synthesized by step-by-step functionalization of the perhydroxylated pillar[5]arene. The recognition ability of water-soluble pillar[5]arenes toward p-toluenesulfoacid was studied. The information on binding mode of the guest inclusion was studied by 1H and 2D NMR spectroscopy. The interaction of synthesized pillar[5]arenes with the substrate and the formation of the 1:1 complexes was shown by UV spectroscopy.



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