210706-03-9Relevant articles and documents
Di- and tetracarboxylate ligands for highly luminescent terbium(III) complexes on the basis of sulfonylcalix[4]arene scaffold
Horiuchi, Takayuki,Iki, Nobuhiko,Hoshino, Hitoshi,Kabuto, Chizuko,Miyano, Sotaro
, p. 821 - 825 (2007)
New di- (2) and tetracarboxylate ligands (4) were prepared on a sulfonylcalix[4]arene platform by O-alkylation of thiacalix[4]arene with ethyl bromoacetate, followed by hydrolysis of the ester function and oxidation of the sulfide bridges. The sulfonyl-based ligands 2 and 4 formed luminescent 1:1 complexes with terbium(III) ion having higher luminescent quantum yield (Φ = 0.291 and 0.287, respectively) than 1:1 complexes of the corresponding thiacalix[4]arene-based di- (1) and tetracarboxylate ligands (3) (Φ = 0.038 and 0.003, respectively), implying higher efficiency of sulfonyl ligands (2 and 4) than those of thia ligands (1 and 3) in the energy transfer process.
Complexation of GdIII with tetra-p-tert-butylthiacalix[4]arenoic acid in micellar media
Amirov,Ziyatdinova,Burilova,Zhukov,Antipin,Stoikov
, p. 1400 - 1407 (2009)
The conditions for the formation of gadolinium(III) complexes possessing high relaxivity with various tetraacid stereoisomers based on p-tert-butylthiacalix[4]arene in micellar solutions of nonionic surfactants were established. The acid-base properties of individual isomers of the ligand were studied by pH-metric titration and UV spectroscopy. The composition and stability constants of the solubilized gadolinium(III) complexes with the obtained thiacalixarenes were determined using computer simulation of the NMR relaxation data.
Catechol-containing schiff bases on thiacalixarene: Synthesis, copper (ii) recognition, and formation of organic-inorganic copper-based materials
Arsenyev, Maxim,Baryshnikova, Svetlana,Boldyrev, Artur,Gerasimov, Alexander,Grishaev, Denis,Khannanov, Artur,Padnya, Pavel,Shiabiev, Igor,Shibaeva, Ksenia,Shtyrlin, Yurii,Stoikov, Ivan,Terenteva, Olga
, (2021)
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
Selective synthesis of three conformational isomers of tetrakis[(ethoxycarbonyl)methoxy]thiacalix[4]arene and their complexation properties towards alkali metal ions
Iki, Nobuhiko,Narumi, Fumitaka,Fujimoto, Toyohisa,Morohashi, Naoya,Miyano, Sotaro
, p. 2745 - 2750 (1998)
5,11,17,23-Tetra-tert-butyl-2,8,14,20-tetrathiacalix[4]arene-25,26,27,28- tetrol (TCA) underwent facile tetra-O-alkylation by treatment with ethyl bromoacetate in the presence of an alkali carbonate as base catalyst in DMF or acetone to provide a mixture of conformational isomers (cone, partial cone, and 1,3-alternate) of 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(ethoxycarbonyl)methoxy]-2,8, 14,20-tetrathiacalix[4]arene(1), the stereochemistries of which were unambiguously assigned by 1H NMR and X-ray analysis. The isomer distribution depended significantly on the base used, thus providing a facile route for the preparation of a particular conformer; Na2CO3, K2CO3, and Cs2CO3 gave cone- (77% yield), partial-cone- (58% yield), and 1,3-alternate-1 (78% yield) in acetone, respectively. Cone- and partial-cone-1, in turn, showed preference for Na+ and K+, respectively, in an ion-pair extraction study, while 1,3-alternate-1 preferred most Rb+ ion, followed by K+ and then Cs+. These results imply that the size of the cavities provided by the (ethoxycarbonyl)methoxy groups arranged on the periphery of the thiacalix[4]arene skeleton is in the order cone- + ion was determined to be 1:1 with the stability constant of 102.85 mol-1 dm3 in 50 (v/v)% CDCl3-CD3OD.
New bifunctional compounds obtained by selective hydrolysis of tetrathiacalix[4]arene tetraethyl esters with Cs2CO3
Podyachev, Sergey N.,Sudakova, Svetlana N.,Gabidullin, Bulat M.,Syakaev, Victor V.,Gubaidullin, Aidar T.,Dehaen, Wim,Konovalov, Alexander I.
, p. 3135 - 3139 (2012)
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.
Synthesis and aggregation properties of thiacalix[4]arene tetra-N-acylamides
Kleshnina,Fi Long,Solov'eva,Antipin,Konovalov
, p. 430 - 435 (2015)
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
Thiacalix[4] tube: Synthesis, X-ray crystal structure and preliminary binding studies
Matthews,Felix,Drew,Beer
, p. 1355 - 1358 (2001)
The calix[4] tube family of ionophores has been extended to encompass the slightly larger thiacalix[4] tube. 1H NMR and crystallographic studies show the ligand to adopt a flexible C2v flattened cone arrangement. However, in contrast