An Inherent Chiral Calix[4]arene Bearing Chiral Groups without Forming Sub-ring

Parent calixarenes are inherently highly symmetrical and are, therefore, achiral molecules. Hence, two strategies have been developed to prepare chiral calixarenes. The first method involves the construction of the asymmetric calixarene frame by introduci…     

Synthesis and Complexation Properties of Novel Biscalixarene Composed of Calix[4]arene and Thiacalix[4]arene Subunits

Biscalixarenes, as examples of higher order molecular architectures than normal calixarene derivatives, were studied extensively in the recent years due to they possess two calixarene cavities which have the potential for complexing with two guests in two…     

Synthesis of Calix[4]arene with ω-Chloroalkyl Groups at the Lower Rim

杯［４］芳烃以Ｃｌ（ＣＨ２ＣＨ２Ｏ）ｎＴｓ（ｎ＝１，２）烷基化。得到６５～８７％的下缘带有２－氯乙氧基和２－（２－氯乙氧基）乙氧基杯［４］芳烃。     

Calix[4] crowns with Methoxynaphthoylmethyl Pendant Groups

The novel calix [4] crowns with two pendant groups were prepared by the alkylation of calix 141 crowns with 6-methoxy-2-bromoacetylnaphthalene. ^1H NMR titration and picrate extraction experiments indicated that they exhibit higher complexing efficiency than their parent compounds and possess obvious selectivity for Na^ or K^ , respetively, and that the cation is encapsulated inside the preorganized ionophoric cavity defined by carbonyl oxygens, the crown ether and the phenoxy oxygens.From UV and fluorescent spectra it is revealed that calix [4]crown-4 3a with 6-methoxy-2-naphthoylmethyl pedant groups exhibits remarkable cation-induced photophysical effects and it could be utilized as a selective fluorescent sensor for Ca^2 .     

Studies on Properties of p—Nitrophenylazo Calix[4]arene Derivatives

The p-nitrophenylazo calix[4] arene derivatives la-ld with nonlinear optical(NLO)properties were prepared by the diazo-coupling reaction of calix[4]arene with p-nitrophenyl diazonium.The diazotization reaction of p-nltroaniline was caried out with isoamyl nitrite as a source of nitrous acid in EtONa/EtOH under refluxing conditon.X-Ray crystallographic analysis and ^1H NMR sptectra reveal that they exist as cone conformation in crystal state or in soution.HRS measurements at 1064 nm in THF indicate that p-nitrophenylazo calix[4]arenes have higher hyperpolarizability βz values than the corresponding reference compound 4-(4-nitrophenylazo)-2,6-dimethyl-phenol,without red shift of the charge transfer band.The tetrakis p-nitropheylazo calix[4]arene(2)with longer alkyl chains can form monolayer aht the air/water interface.     

Synthesis of Schiff Base Calix [4] arene Crowns

This letter reports the synthesis of Schiff base calix [4] arene crowns containing m-xylylene phenol subunit, in which calix [4] arene Schiff base crowns 2a,2b and 2c were formed by 1:1 condensation of calix [4] arene diamine 1 with dialdehydes (2,6-diformyl-4-chlorophenol 3a,2,6-diformyl-4-methylphenol 3b,2,6-diformyl-4-tert-butylphenol 3c)under high dilute condition in refluxing anhydrous ethanol in 65-70% yield.     

Synthesis of Coumarin-functionalized Calix[4]arene and Selective Recognition for L-Tryptophan

We report a novel calixarene derivative using 4-bromomethyl-7-methoxycoumarin as the pre-organized unit and apply it to investigate selectively discriminate L-tryptophan from other amino acids in DMF-acetonitrile. 5, 11, 17, 23-Tetra-tert-butyl-25,27-bis-…     

Solid State Calix[4]arene Tubular Assemblies Based on Cation–π Interactions

Infinite tubular assemblies based on calix[4]arenes can be easily constructed using cation–π interactions of silver triflate with preorganised aromatic subunits (1,3-alternate or pinched cone conformations). X-ray crystallographic analysis shows that the overall self-assembly is held together by triflate anions playing the role of the bridges between the individual complexes.     

Synthesis of Calix[4]arene Derivatives with NLO Properties

The new chromophore compounds with NLO properties were prepared by Knoevenagel condensation from forrnyl or diformyl calix[4/arene and isophorone derivatives in the presence of piperidine and acetic acid, respectively. In these chromophore calix[4]arenes, the ring locked trienes were employed as the conjugation bridge and electron acceptor in D-π-A units. The NMR spectra demonstrated that they existed in a cone conformation and consequently non-conjugated D-π-A units could be oriented at nearly the same direction.     

Synthesis and Characterization of Thiacalix[ 4 ] arene Derivatives with Polymerisable Groups

Introduction Calixarenes are versatile host molecules for molecular recognition and supram olecular assembly be-cause its functional groups can be readily introduced in-to the phenolic OH or the para position to realize a wide variety of functions[1-5].     

An Interesting Approach to Bis-calix[5]arene Analogue from Calix[6]arene

Calix [n] arenas {n = 4, 6 or 8} are easily prepared from formaldehyde and para-substituted phenols via cyclic condensation under alkaline conditions in one step. It is not surprising that the calyx [n] arene (n = 4, 6, 8) chemistry has been developing very rapidly during the latest 20 years1. However, it is not the case for calixarenes with odd benzene rings (for example, n = 5). The yield of p-tert-butylcalix [5] arene synthesized in one-step from p-tert-butylphenol and formaldehyde was a…     

Erratum to: “Asymmetric Calix[4]-thiacalix[4]arene Tubes: Synthesis and Ionophore Properties”

Russian Journal of Organic Chemistry -     

Competitive Self and Induced Aggregation of Calix[4]arene Ethers and Their Interaction with Pinacyanol Chloride and Methylene Blue in Nonaqueous Media

Long chain calix[4]arene ethers have been examined for aggregation in nonaqueous solvents by using UV-vis molecular absorbance spectroscopy. It has been observed that tetraalkylated (alkyl = hexadecyl and octadecyl, respectively) calix[4]arene ethers tend to aggregate in chloroform and tetrahydrofuran, possibly via π–π stacking interactions of the phenyl moieties, and the aggregation process appears to be facilitated by the alkyl chains. The analogous dialkylated compounds do not show any self-aggregation, plausibly due to strong hydrogen bonding between the –OH and the –O– of calix aryl ether which seems to disrupt the aggregation process. Addition of the anionic surfactant sodium dodecylsulfate (SDS) appears to hinder the aggregation process in nonpolar chloroform but the same surfactant facilitates aggregation in the polar tetrahydrofuran. The cationic surfactant (cetyltrimethyl ammonium bromide) and the nonionic surfactant (Brij-35) have no effect on this aggregation process. Unexpectedly, SDS induces aggregation of dialkylated calix[4]arene ethers in chloroform. It has been observed that the aggregated form of the tetraalkylated calix[4]arene ethers tend to increase the dimerization efficiency of cationic dyes (pinacyanol chloride and methylene blue) in chloroform.     

Syntheses of Chiral Calix [4] arene Derivatives Bearing Amino Acid Residue

The syntheses of chirai calix[4]arene derivatives bearing amino acid residue at the lower rim or upper rim by three different methods were reported.     

Selective Electrochemical Recognition of o-Phenylenediol by a Novel Calix[4]arene Derivative

A new type of calixarene-modified electrode has been prepared by directly coating the surface of a glassy carbon electrode with tetrahydrofuran solution containing 25,26,27,28-tetra-（3-amidino thiopropoxy）-5,11,17,23-tetratert-butylcalix[4]arene, and applied to the investigation of electrochemical behavior of phenylenediols. The results showed that the modified electrode could selectively recognize o-phenylenediol, making the over-potential of o-phenylenediol dropped and peak current increased greatly. The anodic peak current is proportional to the concentration of o-phenylenediol in the range of 1.0×10^-5-1.0×10^-4 mol·L^-1 with the detection limit （SIN=3） of 1.0×10^-7 mol·L^-1. The recognizing mechanism, including electrochemical process and binging sites, was also discussed using voltammetry.     

Design and Syntheses of Novel Calix[4]crown: Calix[4]‐Dixanthates‐Crowns

Abstract

A series of novel calix[4]‐dixanthates‐crowns were designed and synthesized by the “1 + 1 condensation” of reacting calix[4]‐1,3‐dixanthate salts derivative (4) with polyethylene glycol ditosylates in 40–60% yields. It was found that the new calixcrowns showed outstanding complexation abilities towards soft cations. Calix[4]‐dixanthate‐crown‐4 (5b) exhibited high complexation selectivity towards Ni²⁺.     

One-dimensional Hydrogen-bonded Polymer Based on Tetra-iso-butyl-resorcin[4]arene and 2,6-Diacetylpyridine

1INTRODUCTIONResorcin[4]arenesarecavity-shapedmacro-cycleswhichcanbeeasilysynthesizedfromresor-cinolandaldehydesinthepresenceofacidiccataly-sis[1].Theyareattachedmuchinterestinthefieldofsupramolecularchemistryasartificialreceptorsandstartingmaterialsforthepreparationofmoresophis-ticatedmolecules[2].Duetotheirstructuralfeaturestheyplayanimportantroleashostmoleculesforavarietyofneutralandchargedguestcompounds[3].Theresorcin[4]arenesusuallyadoptfourdifferentcon-formers,crown(rccc,C4),boat(rc…     

Interaction and Interfacial Molecular Recognition of Calix[4] arene Derivatives Bearing Nucleobases for Complementary Nucleoside

The p-tert-butyl calix[4] arene derivatives la with uracils and 1b with adenines at the lower rim were synthesized.The Interaction between 1a and 1b in CDCl3 solution was demonstrated by ^1H NMR spectra.The interfacial molecular recognitions of la and 1b for the complementary nucleosides in aqueous subphases were investigated by Langmuir-Blodgett technique.     

A Novel Calix[4]arene Having Long-Chain Monoalkenyl at The Upper Rim

AJkenyl-subStitUtedcalixarenesareusefulmonomerstoconstruCtCarbon-chainPOlymersandcalixarenemededPOlysiloxanes.HarrisrePOrtedthatcalix[4]areneacrylicmonoeSterderivatvecouldformalinearcarbon-cndnpolyIne/'],'andacalixarenemdeedlinearPOlysiloxanearepreparedfromdiallyl-SUbstitutedcalixarenetatraesterandhydrOgen-tendnatedPOlydimathylsiloxanel2].GlennonpreParedasilica-boundcalixarenefromtetndly1calir[4]arenetertaesteredfOrionchromatograPh/'1andliqUdchrOmpaPh/'1.Recently,wehavalsofOundthaca…     

Study on the Inclusion Complex of C_(60) and Calix[8]arene Tetraphenyl Ether

Fullerenehasgeneratedarapidlygrowingandactiveresearchareal.InclusioncomplexesoffullerenehavebeenpreparedforCoowithavarietyofhostsystemsincludingcalixarenes,cyclotriveratrylene,andy-cyclodextrin.TheselectiveformationofaclathratefromCooandcall-c[8]areneswasexcellentlyutilizedfortheseparationofCooandC,,'.HereinwereportthatCoocanbeincludedinthecavityofanewkindoffunctionnedcalixlslarene,p-tert-butylcall-c[8]arenetetraphenylether(1).ThefixtureofCooand1(lfZmolarratio)wasrefluxedintoluenefor2--3h,d…