p-tert-Butyl Thiacalix[4]arenes Functionalized with Amide and Hydrazide Groups at the Lower Rim inCone,Partial Cone, and1,3-AlternateConformations Are “Smart” Building Blocks for Constructing Nanosized Structures with Metal Cations ofs-,p-, andd-Elements in the Organic Phase

Abstract

The ability of p-tert-butyl thiacalix[4]arenes functionalized with tertiary and secondary amide and hydrazide groups at the lower rim in cone, partial cone, and 1,3-alternate conformations to self-assemble and recognize metal ions of s- (Li(+), Na(+), K(+), Cs(+)), p- (Al(3+), Pb(2+)) and d- (Fe(3+), Co(3+), Ni(2+), Cu(2+), Ag(+), Cd(2+), Hg(2+)) elements was investigated by picrate extraction method and dynamic light scattering (DLS). DLS was used for determination of the hydrodynamic diameter, polydispersity index, and molecular weight of nanoscale aggregate systems consisting of p-tert-butyl thiacalix[4]arene molecules and metal nitrates. Also for quantitative determination of the dimer shape from the values of molecular weight and the particles size, the Perrin factor (F) was established. It was shown that in most cases the dimers of stereoisomers of p-tert-butyl thiacalix[4]arenes tetra-substituted at the lower rim by secondary amide groups represent the prolate spheroid.

Dopamine Sensor Based on a Composite of Silver Nanoparticles Implemented in the Electroactive Matrix of Calixarenes

“…As it was shown using dynamic light scattering, picrate extraction and potentiometry, thiacalixarenes interact with Ag + ions to form nanoaggregates that are stable in solution and on the interface [36][37][38]. In this paper, we report a simple and effective way of the simultaneous synthesis and stabilization of the silver nanoparticles by the thiacalix [4]arene derivative bearing catechol terminal groups at the lower rim.…”

Mono-, 1,3-Di- and Tetrasubstituted p-tert-Butylthiacalix[4]arenes Containing Phthalimide Groups: Synthesis and Functionalization with Ester, Amide, Hydrazide and Amino Groups

“…The result obtained confirms the hypothesis that the aggregates similar to those described in literature are formed (Figure 2). [17][18][19][20][21] An unusual stoichiometry was observed for the complex of the compound 7 with K + cation. Two molecules of the receptor 7 bind one metal cation.…”

“…From the literature it is known that thiacalix [4]arenes can form 1:1 nanoscale aggregates with the silver cations via 'soft' bridging sulphur atoms, [17][18][19][20][21] so the formation of such complex in the case of compounds 2 and 7 can be assumed.…”

Modification of Oligolactic Acid with Tetracarboxylic p-tert-Butylthiacalix[4]arene Derivatives: Effect of Macrocyclic Fragment Configuration on Aggregation and Thermal Properties of Copolyesters

“…Besides, the particle diameters were calculated by intensity. [25] Results of the measurements show, that most uniform system is formed in dichloromethane due to selfassembly for the OLA modified with cone stereoisomer of thiacalixarene 5 (Table 1). Polydispersity index for the system is equal to 0.23±0.03, and the mean hydrodynamic diameter Z average =507±19 nm.…”