149880-92-2

Upstream product

• 157432-87-6 5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 
• 106-94-5 propyl bromide 
• 137693-26-6 25,27-dipropoxy-26,28-dihydroxy-p-t-butylcalix[4]arene 
• 133301-64-1 tris(propoxy)-4-tert-butylcalix[4]arene 
• 107-08-4 1-iodo-propane 
• 135579-82-7 25,27-di(benzyloxy)-5,11,17,23-tetra-t-butyl-26,28-dipropoxycalix<4>arene 
• 85694-22-0 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[O-(2-propenyl)]calix[4]arene 
• 308796-39-6 5,11,17,23-tetra-tert-butyl-25,26-dihydroxy-27,28-dipropoxy-calix<4>arene 
• 135501-38-1 25-benzyloxy-5,11,17,23-tetra-tert-butyl-26,27,28-trihydroxycalix[4]arene 
• 85694-28-6 p-tert-butyl-1,3-dibenzyloxycalix[4]arene 
• 133744-86-2 C₆₀H₈₀O₄ 

Relevant academic research and scientific papers

An Easy Access to Tetra-O-Alkylated Calixarenes of Cone Conformation

Fully O-alkylated calixarenes have been synthesized by the alkylation of p-tert-butylcalixarene and its 1,3-dialkylated derivatives in liquid-liquid phase-transfer catalytic process. 1H4 and 1H2R2 could effeciently be deprotonated by aqueous NaOH (5

A novel Azo-Calixaren derivative based on 2,6-diamino pyridine: Synthesis, characterization and antibacterial evaluation

Background: Azocalix[4] arene derivative based on 2,6-diamino pyridine has been synthesized from diazo-coupling reaction between tetradiazonium salt of calix[4]arene and 2,6-diaminopyridine, and characterized by various spectroscopic methods such as IR, 1HNMR, 13CNMR and Mass spectroscopy. Antibacterial behavior of the product was studied based on reference Gram-positive and Gramnegative bacteria, Disk diffusion assay method and macrodilution experiment. Antibacterial activities were evaluated both in solid and liquid phases. Methods: At 0°C an aqueous HCl solution (3%) was added to a solution of 5, 11, 17, 23-tetraamino- 25, 26, 27, 28-tetrapropoxycalix[4]arene (76.4 mg, 0.12 mmol in 4 ml THF. Then, a solution of NaNO2 (43 mg, 0.61 mmol in 3 ml H2O) was added slowly at 0°C. The reaction mixture was stirred at room temperature for 1h. Then, a solution of 2, 6-diamino pyridine (133.14 mg, 1.22 mmol) in 2 ml pyridine and 4 ml THF was added dropwise. After 12 h at room temperature, the reaction mixture was poured slowly into H2O (100ml). The precipitate was filtered, washed with water and dried. Results: In this work 5, 11, 17, 23-tetrakis [3-(2,6-diaminopyridine)azo]-25, 26, 27, 28-tetrapropoxy calix [4]arene 5 has been prepared by diazo coupling of calixarene at the upper rim. It has been preferred to have the calix[4]arene scaffold preorganized in cone conformation. The structure of Azo-calixarene derivative 5 was identified by 1H NMR & 13C NMR, FT-IR and UV-vis spectroscopy. The UV absorption spectra of 5 was measured in the wavelength range of 250-600 nm in DMSO against DMSO blank, which gave absorption maxima peak at 427 nm arising from π to π? transition of the -N=N-bond. The cone conformation of 5 was confirmed by its NMR spectra that exhibits two pairs of doublets at 3.35 and 4.45 ppm for the bridge methylene protons of ArCH2Ar in 1H NMR spectra and singlet at 31 ppm for the ArCH2Ar bridge carbons in the 13C NMR spectra. Antibacterial test of 5 was carried out in comparison with phenazopyridine 6 which is a well-known anitibacterial azo compound against two gram negative reference strains Pseudomonas aeruginosa and Escherichia coli two gram-positive reference strains, Staphylococcus aureus and Bacillus cereus Bacteria. Antibacterial activities were evaluated in solid phase. Disk diffusion assay method was performed on Mueller-Hinton agar with sterile 6 mm diameter disk impregnated with different quantities of compounds 5 and 6. The petridishes were incubated at 37°C, and the diameters of the zone inhibition were measured at 24h of incubation, according to Finegold and Baron Method. Conclusion: In summary, the present paper reports the synthesis of new azocalixarene derivative 5 by diazo-coupling. Antibacterial activities were evaluated on Mueller-Hinton agar by using disk diffusion assay. The results showed strong activities towards the Gram- Positive bacteria Bacillus cereus. The resistance shown by P.aeruginosa to the compound 5 showed mild activities against Escherichia coli.

Inclusion complexes of a new family of non-ionic amphiphilic dendrocalix[4]arene and poorly water-soluble drugs naproxen and ibuprofen

The inclusion complexes of a new family of nonionic amphiphilic calix[4]arenes with the anti-inflammatory hydrophobic drugs naproxen (NAP) and ibuprofen (IBP) were investigated. The effects of the alkyl chain's length and the inner core of calix[4]arenes on the interaction of the two drugs with the calix[4]arenes were explored. The inclusion complexes of Amphiphiles 1a-c with NAP and IBP increased the solubility of these drugs in aqueous media. The interaction of 1a-c with the drugs in aqueous media was investigated through fluorescence, molecular modeling, and 1H-NMR analysis. TEM studies further supported the formation of inclusion complexes. The length of lipophilic alkyl chains and the intrinsic cyclic nature of cailx[4]arene derivatives 1a-c were found to have a significant impact on the solubility of NAP and IBP in pure water.

Rhodium Hydrogenation Catalysts Supported in Metal Organic Frameworks: Influence of the Framework on Catalytic Activity and Selectivity

The cationic rhodium complexes (dppe)Rh(COD)BF4 and (MeCN)2Rh(COD)BF4 have been supported in metal-organic frameworks bearing anionic nodes (ZJU-28) and anionic linkers (MIL-101-SO3) via ion exchange. These MOF-supported Rh species serve as recyclable catalysts for the hydrogenation of both the terminal alkene substrate 1-octene and the internal alkene substrate 2,3-dimethylbutene. The nature of the MOF support impacts various aspects of catalysis, including: (i) the rate of 1-octene hydrogenation, (ii) the activity and recyclability of the catalyst in 2,3-dimethylbutene hydrogenation, and (iii) the size selectivity of hydrogenation with alkene substrates appended to calixarenes.

MATERIALS COATED WITH CALIXARENES

This invention relates to the direct grafting of a calixarene mostly onto the surface of a material, as well as to a grafting process, and certain calixarene intermediates useful for carrying the grafting process.

Simple synthesis of calix[4]arenes in a 1,2-alternate conformation

The least accessible calix[4]arene conformers-1,2-alternates-can be very easily prepared using a proximal dialkylation and subsequent peralkylation reaction sequence. The Royal Society of Chemistry.

Two structural types of 1,3-alternate tetrapropoxycalix[4]arene derivatives in the solid state

The solid state structures of seven tetrapropoxycalix[4]arene derivatives immobilised in a 1,3-alternate conformation were determined using single-crystal X-ray crystallography. The cavity shapes of investigated derivatives (upper rim unsubstituted, dista

Silver ion-selective electrodes using π-coordinate calix[4]arene derivatives as soft neutral carriers

Calix[4]arene derivatives incorporating π-coordinate substituents such as allyl, benzyl, and propargyl groups were designed as soft neutral carriers for silver ion sensors. Most of all, tert-butylcalix[4]arene tetra(allyl ether) is an excellent neutral carrier for plasticized poly(vinyl chloride)-membrane silver ion-selective electrodes. The ion sensors showed high silver ion selectivity over alkali metal ions and also good selectivity against other soft metal ions such as lead and mercury(II) ions. The electrode potential response was as rapid as that for neutral-carrier-type alkali metal ion electrodes due to the soft interaction between π-coordinate substituants and silver ion, which was elucidated by 1H NMR spectroscopy.

Molecular braids: Quintuple helical hydrogen bonded molecular network

The synthesis of 1, characterized by a calix[4]arene backbone in 1,3- alternate conformation bearing four pyridines acting as hydrogen bond acceptors, was achieved and its solid state structure studied by X-ray diffraction on a single crystal; in the presence of 4,4'-biphenol 6 acting as a dihydrogen bond donor, compound 1 formed infinite single strand helical 1-D molecular networks which upon lateral association were packed in the crystalline phase as quintuple helices.

Conformationally mobile wide rim Carbamoylmethylphosphine Oxide (CMPO)-calixarenes

Six new calix[4]arene derivatives 2a-f have been synthesised, bearing CMPO-like functions (-NH-C(O)-CH2-P(O)Ph2) at their wide rim. They differ by their alkoxy groups at the narrow rim, comprising all possible combinations of methoxy and syn-propoxy groups including the conformationally mobile tetramethyl ether 2e and the tetrapropyl ether 2f fixed in the cone conformation. Their extraction behaviour for thorium(IV) and several lanthanides(III) from 1M HNO3 to dichloromethane has been studied and compared also to non cyclic calixarene analogues 6a-e. Surprisingly the best extraction results were found for the 1,2-dimethoxy-3,4-dipropoxy derivative 2c among the calixarenes and for the tetramer 6d among the linear compounds. Extraction of americium(III) in comparison to curium(III) and various lanthanides(LaIII), Ce(III), Nd(III), Sm(III), Eu(III)) from 0.1 - 3M HNO3 to NPHE (o-nitrophenyl hexyl ether) was most effective again for 2c. Among these cations, the highest distribution coefficients were found for Am(III) and the lowest for Ce(III) with a maximum generally in the range of 1-2M HNO3. Wiley-VCH Verlag GmbH, 1999.