Smart control of calixarene polymorphic states

Abstract

An efficient strategy of polymorph screening is offered for tert-butylthiacalix[4]arene tetrasubstituted with phenacyloxy groups (1), which is based on saturation of its guest-free solid samples and inclusion compounds with guest...

Study of IR spectra of thiacalix[4]arene with carboxyl and adamantyl groups

“…This compound was obtained from p-H-thiacalix [4]arene and 3-carboxy-1-adamantol. For comparison, we also studied p-(3-carboxy-1-adamantyl) calix [4]arene (2) and adamantylthiacalix [4]arene (3) (Fig. 1).…”

“…Earlier, we showed that thiacalix [4]arenes with large adamantyl substituents are in the cone conformation [9,10]. It is known that carboxylic acids form dimers via H-bonds [11].…”

“…Calixarenes are excellent building materials for the design of new guest molecules for supramolecular chemistry [1][2][3][4][5]. In thiacalixarenes, the introduction of sulfur atoms as a bridge opens up additional opportunities for changing the ring size, conformation, and binding properties of macrocycles [5][6][7].…”

“…In this work, the H-bonds and the conformation of the previously synthesized p-(3carboxy-1-adamantyl)thiacalix [4]arene (1) were investigated using IR spectroscopy and density functional theory (DFT). It is important to know how additional H-bonds along the upper rim of thiacalixarene affect the molecular structure.…”

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The IR spectra of p-(3-carboxy-1-adamantyl)thiacalix [4]arene (1) were studied. IR spectra of compound 1 do not contain bands of free hydroxyl groups.

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