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: ivan.stoikov@mail.ru

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

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