Iminodiacetic Derivatives of p-tert-Butylthiacalix[4]arene: Synthesis and Influence of Conformation on the Aggregation with Bismarck Brown Y

Olga A. Mostovaya,^a Pavel L. Padnya,^a Dmitry N. Shurpik,^a,b Alena A. Vavilova,^a Vladimir G. Evtugyn,^c Yu. N. Osin,^c and Ivan I. Stoikov^a@

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

^bRUDN University, Faculty of Science, Organic Chemistry Department, 117198 Moscow, Russian Federation

^cKazan Federal University, Interdisciplinary Centre for Analytical Microscopy, 420008 Kazan, Russian Federation

^@Corresponding author E-mail: ivan.stoikov@mail.ru

DOI: 10.6060/mhc161293s

Macroheterocycles 2017 10(2) 154-163

Three conformers (cone, partial cone and 1,3-alternate) of tetrasubstituted at the lower rim p-tert-butylthiacalix[4]arene derivatives with iminodiacetic fragments were synthesized and characterized. It was shown by spectral methods (UV-Vis, ¹H NMR and DOSY spectroscopy, DLS) and TEM that the monodisperse nano-sized particles are formed by self-assembly of synthetic octaacids in water with azo dye Bismarck brown Y in the case of the partial cone and 1,3-alternate conformations. It was found that the dye associates with the acid binding sites of the macrocycle.

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Iminodiacetic Derivatives of p-tert-Butylthiacalix[4]arene: Synthesis and Influence of Conformation on the Aggregation with Bismarck Brown Y

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