Synthesis of p-tert-butylthiacalix[4]arenes functionalized with tris(2-aminoethyl)amine fragments at the lower rim and their interaction with model lipid membranes

Abstract

New tetrasubstituted derivatives of thiacalix[4]arene functionalized with tris (2-aminoethyl)

Pillar[5]arenes Bearing Amide and Carboxylic Groups as Synthetic Receptors for Alkali Metal Ions

“…[1][2][3][4][5][6] As a rule, a key role in these processes is played by macrocyclic compounds. [7][8][9][10][11][12][13] Depending on the size of the cavity, they are able to form host-guest systems, [14][15][16] leading to the formation of various supramolecular assembles.…”

Synthesis of Three Stereoisomers of p-tert-Butylthiacalix[4]arene Substituted with (Ethoxycarbonyl)methoxy and Fluorescent 1-Amidoanthraquinone Fragments

“…[6] Thus, the creation of fluorescent sensors is an actual problem of organic chemistry, as they are widely used in analytical chemistry, clinical biochemistry, medicine, environmental protection, in various applications of biological and biomedical research. [7] Thiacalixarenes are favorable building platform for the construction of such systems because of their unique three-dimensional structure as well as simplicity of functionalization of the macrocyclic platform [8][9][10][11][12][13][14][15][16][17][18][19] and possibility of existence of different conformational isomers (cone, partial cone, 1,2-alternate, and 1,3-alternate).…”

p-tert-Butyl Thiacalix[4]arene Derivatives Functionalized in the Lower Rim with Bis(3-aminopropyl)amine: Synthesis and Interaction with DNA

“…This observation can be attributed to the solvent effect as in our previous article. [28] While toluene increased the solubility, methanol as a protic solvent probably decreased the total energy barrier of the system. Hence this resulted in the formation of the mixture of differently substituted products.…”

“…Generally, aminolysis of tetraesters of p-tertbutylthiacalix [4]arenes in the presence of diamines can provide either cyclic or non-cyclic products. [28] The result depends on the spatial structure of a macrocycle, the amine concentration and the length of the linker between the terminal amines. [26][27][28][29] The interaction of tetraesters of p-tertbutylthiacalix [4]arenes (1 and 2) with a 10-fold excess of the oligoamine -bis(3-aminopropyl)amine -resulted in formation of tetrasubstituted products 3 and 4, respectively.…”

“…[28] The result depends on the spatial structure of a macrocycle, the amine concentration and the length of the linker between the terminal amines. [26][27][28][29] The interaction of tetraesters of p-tertbutylthiacalix [4]arenes (1 and 2) with a 10-fold excess of the oligoamine -bis(3-aminopropyl)amine -resulted in formation of tetrasubstituted products 3 and 4, respectively. Meanwhile the reaction of the 1,3-alternate conformer 2 of the tetraester with bis(3-aminopropyl)amine proceeded only if the reactants were refluxed in the 3:1 toluene:methanol ratio.…”