392743-36-1Relevant articles and documents
A clip-like host that undergoes self-assembly and competitive guest-induced disassembly in water
Beatty, Meagan A.,Busmann, Jil A.,Fagen, Noah G.,Garnett, Graham A. E.,Hof, Fraser
, (2018)
Certain calix[4]arenes that are anionic and appended with a single hydrophobic substituent can self-assemble into homodimers in water. The unusual behaviours of these assemblies in water solutions are largely attributed to them being formed from like-char
Influence of upper rim dibromo-substitution in bis-1,3-diketone calix[4]arenes on spectral properties of ligands and their lanthanide complexes
Podyachev, Sergey N.,Gimazetdinova, Gulnaz Sh.,Sudakova, Svetlana N.,Shamsutdinova, Nataliya A.,Lapaev, Dmitry V.,Syakaev, Victor V.,Gubaidullin, Aidar T.,Nagimov, Rinas N.,Mustafina, Asiya R.
, p. 5397 - 5407 (2017)
The present work introduces the synthesis and characterization of upper rim dibromo-substituted bis-1,3-diketone calix[4]arenes with hydroxy and propyloxy groups at the lower rim as ligands for Gd3+ and Tb3+ complexes. The dibromo-substitution does not affect 1:1 complex formation with the lanthanide ions arising from their coordination via two 1,3-diketonate groups incorporated at the upper rim of the calix[4]arene. The analysis of the time-resolved luminescence spectra of the Gd3+ complexes clearly demonstrates the notable enhancement of the decay time of the ligand triplet state, while the energy of the triplet state for the new dibromo-bis-1,3-diketones remains practically unchanged versus its non-substituted analogues. The latter tendency points to the heavy-atom effect on the energy transfer from the excited state to vibration levels of the dibromo-substituted ligand resulting in a decreased radiationless decay contribution. Measurements of Tb3+-centered luminescence indicate a better antenna effect (～1.7) of dibromo-calix[4]arenes compared with its non-substituted counterpart.
Synthesis of 1,3-diketo derivatives of calix[4]arene with nonyl substituents at the lower rim as novel efficient sensibilizers of Tb3+ luminescence
Podyachev,Gimazetdinova, G. Sh.,Sudakova,Lapaev,Syakaev,Nagimov
, p. 1958 - 1968 (2017/10/27)
Novel bis- and tetra-1,3-diketo derivatives of calix[4]arene with nonyl substituents at the lower rim have been synthesized. Their conformational and tautomeric composition have been determined; spectral parameters and complex formation properties with Tb3+ have been studied. Substitution of two 1,3-diketo groups with bromine under going from tetra- to bis 1,3-diketone derivatives was resulted in twofold increase luminescence intensity in their terbium complexes. Lifetime of the excited state of the terbium luminescence of the corresponding complexes as well as lifetime of excited triplet level of the 1,3-diketonate ligands have been determined.
Regioselective upper-rim functionalizations of calix[4]arene by diphenylphosphino groups
Gagnon,Veniza,Drouin,Harvey
, p. 1439 - 1446 (2007/10/03)
The regioselective upper-rim functionalization of calix[4]arene have been performed to prepare all the multisubstituted diphenylphosphine derivatives. In addition, the X-ray structures of 5,17-dibromo-11,23-bis(diphenylphosphino)-25,26,27,28-tetra-n-propoxycalix [4]arene and 5,11,17,23-tetrakis(diphenylphosphino)-25,26,27,28-tetra-i-propoxy-calix[4] arene have been determined. Regioselective functionalizations have been achieved using methods that involve appropriate choices of bases, alkyllithium-solvent systems, stoichiometry, and reaction times. A new and convenient method for selectively preparing derivitized calix[4]arenes at proximal positions in relative large scale quantity has been developed and involves a transesterification of the distal diester derivative into the proximal isomer.
