210780-04-4

Upstream product

• 105-36-2 ethyl bromoacetate 
• 182496-55-5 tert-butylthiacalix[4]arene 
• 98-54-4 para-tert-butylphenol 
• 105-39-5 chloroacetic acid ethyl ester 

Downstream Products

• 406912-18-3 tetrakis[(4-methylphenyl)sulfonyloxyethoxy]-p-tert-butylthiacalix[4]arene 
• 960319-17-9 5,11,17,23-tetra-tert-butyl-25,27-bis[(4-nitrobenzylidene)-hydrazinocarbonylmethyloxy]-26,28-[N,N'-hydrazinylene-bis(carbonylmethyleneoxy)]-2,8,14,20-tetrathiacalix[4]arene 

Relevant academic research and scientific papers

Synthesis of (thia)calix[4]arene oligomers: Towards calixarene-based dendrimers

Thiacalix[4]arenes bearing two or four carboxylic functions on the lower rim served as starting compounds for the synthesis of novel calixarene oligomers connected by amidic functions. The cone conformers react smoothly with four molecules of 5-amino-calix[4]arene to yield the corresponding pentakis-calixarenes. On the other hand, because steric hindrance, the 1,3-alternate condenses only with two molecules leading thus to tris-calixarene, possessing a novel type of inherent chirality based on the 25,26-substitution pattern. The title compounds, which connect together 'classical' calixarene and thiacalixarene building blocks, represent a first step towards calixarene-based dendritic structures.

Catechol-containing schiff bases on thiacalixarene: Synthesis, copper (ii) recognition, and formation of organic-inorganic copper-based materials

For the first time, a series of catechol-containing Schiff bases, tetrasubstituted at the lower rim thiacalix[4]arene derivatives in three stereoisomeric forms, cone, partial cone, and 1,3-alternate, were synthesized. The structure of the obtained compoun

Synthesis of multivalent oxamate ligands based on calix[4]arene and thiacalix[4]arene backbones in 1,3-Alternate conformation

Five new multivalent ligands based on either p-tert-butylthiacalix[4]arene (TCA) 1 or p-tert-butylcalix[4]arene (CA) 2 backbones in 1,3-Alternate conformation bearing four oxamate coordinating groups at their lower rim were designed and synthesized by a multistep strategy. These ligands differ either by the nature of the calix[4]arene backbone (CA or TCA) or by the nature of the spacer ((CH2)n) connecting the oxamate binding units to the backbone.

Inconvertible p-tert-butylthiacalix[4]arene-core-star polystyrene conformers

Inconvertible p-tert-butylthiacalix[4]arene-core-star-shaped polystyrene conformers were synthesized by atom transfer radical polymerization (ATRP) using initiators of different conformations from p-tert-butylthiacalix[4]arene. 1H NMR and selective 1D NOESY analyses confirmed that the spatial structures of the initiator cores in the 4-arm star polymers were preserved during the polymerization process. While size exclusion chromatography (SEC) analyses revealed a diminishing difference in the hydrodynamic volume of the star polymer conformers as the molar mass increases, reversed phase liquid chromatography distinguishes the 4-arm star polymer having a cone-shaped core from the polymer having a 1,3-alternate-shaped core likely due to their isomeric locations of the hydrophobic tBu groups of the core. This result demonstrates that the inconvertible conformational structures of star polymers having the same composition exhibit distinguishable properties.

Synthesis and aggregation properties of thiacalix[4]arene tetra-N-acylamides

First 1,3-alternate p-tert-butylthiacalix[4]arenes containing N-acylamide fragments have been synthesized by reaction of thiacalix[4]arene carboxylic acid chlorides with 2-substituted 4,5-dihydro-1,3-oxazoles, and their aggregation properties have been st

Geometric change of a thiacalix[4]arene supramolecular gel with volatile gases and its chromogenic detection for rapid analysis

A coordination polymer gel that is self-assembled to form a network structure between a thiacalix[4]arene derivative (L) and Co2+ has been prepared. This gel is capable of selectively changing color in the presence of gases that yield hydrogen chloride upon hydrolysis. The UV-vis absorption spectrum of a coordination polymer gel derived from Co(NO3) 2 exhibits an absorption band at 527 nm and is colored red, indicating the formation of an octahedral Co2+ complex. Treatment with a small amount of volatile gases containing a chlorine atom (VGCl) causes a red shift of ～150 nm, resulting in a new strong band with a maximum at 670 nm and a color change to blue. In addition, the red color of the filter paper coated with a Co(NO3)2 coordination polymer gel changed to blue upon exposure to VGCl, reflecting a change in the coordination geometry. Red and blue colors of single crystals of Co2+ complexes were obtained from a basic solution. From X-ray crystallographic analysis, the red Co2+ complex corresponds to an octahedral structure, while the blue Co2+ complex reflects the presence of a tetrahedral structure. Thus, the induced color change of Co2+ gel from red to blue upon exposure to VGCl is due to the coordination geometry. The quantitative concentration of VGCl was calculated by employing the RGB histogram available in a smartphone application.

Tb3+-triggered luminescence in a supramolecular gel and its use as a fluorescent chemoprobe for proteins containing alanine

A tetracarboxylic acid-appended thiacalix[4]arene-based ligand with Tb3+ formed a supramolecular gel which showed novel fluorogenic sensor capability for probing alanine and proteins containing alanine. This journal is

New bifunctional compounds obtained by selective hydrolysis of tetrathiacalix[4]arene tetraethyl esters with Cs2CO3

A new strategy for the synthesis of bifunctional compounds, based on 1,3-alternate tetrathiacalix[4]arene precursors functionalized by pairs of carboxylic acid and ester groups located on opposite sides of the macrocycle platform is described. These building blocks were prepared by the Cs 2CO3 induced selective hydrolysis of tetrathiacalix[4] arene tetraester derivatives. A mechanism for the selective hydrolysis is suggested. The structures of the compounds are elucidated by NMR spectroscopic analysis and X-ray single crystal diffraction.

Hybrid macrocyclic receptors based on lower rim functionalised thiacalix[4]arene and amino acids: Synthesis, structure and binding properties towards metal ions

Peptidothiacalixarene derivatives 4a-d and 7a-d have been synthesized in excellent yields by the reaction of methyl esters of glycine, L-alanine and D- and L-phenyl alanine with lower rim substituted 1,3-diacid chloride and tetraacid chloride derivatives of thiacalixarene. The conformational and hydrogen bonding properties of these conjugates have been investigated by means of 1H NMR in the solution state and by X-ray crystallography in the solid state. Complexation studies performed by UV-Vis and 1H NMR spectroscopy in acetonitrile solution show that the 1,3-disubstituted hybrids selectively bind Hg2+ ions and the orientation of the substituent on the chiral carbon is found to have a significant effect on the binding.

Syntheses, reactions and crystal structures of 1,3-alternate p-tert-butylthiacalix[4]arene esters and amides

p-tert-Butylthiacalix[4]arene was efficiently alkylated in the system of K2CO3/KI/acetone to give several thiacalixarene derivatives in 1,3-alternate conformation with functional ester, chloro, cyano and amide groups. Thiacalixarene tetraacateate can be converted to bicyclic amides by ammonolysis with alkylenediamine, and to sulfonylcalixarene by oxidation with hydrogen peroxide in acetic acid. Single crystal X-ray diffraction analysis reveals that thiacalixarene and sulfonylcalixarene exist mainly in 1,3-alternate conformation.