Synthesis of Calix[4]resorcinarene Schiff Bases

Calix[4]resorcinarenes are cyclic tetramers in which four resorcinol units are linked via alkylmethylene bridges in the o-position to each resorcinic hydroxyl group. Their structures resemble that of p-butylcalix[n]arenes and render them of interest as host compounds in many contemporary fields of supramolecular chemistry. Therefore,     

Synthesis of Calix[4]resorcinarene Amide Derivatives

Three different synthetic routes were developed to introduce carbamoyloxy functional groups at the upper periphery of two calix[4]resorcinarenes. By treating activated esters 2a-b with excess corresponding amine such as 3-(dimethylamino)propylamine 3, ct-phenethylamine 4 and triethylenetetramine 5, six amide derivatives 6a-8b were obtained in high yield (Route 1). The pyridine-linked amide derivatives 9a-b were prepared by using acid chloride intermediate (Route 2).The amide derivatives 10a-b were obtained in moderate yields by direct alkylation of phenolic hydroxyl groups of la-b with N,N-dipropylchloroacetoamide in the presence of K2CO3/KI in acetone (Route 3).     

Synthesis of Pyridylazo-substituted Chromogenic Calix[4]arenes

Calixarenes are a versatile class of macrocyclic compounds which have attracted extensive interest due to their ability to form host-guest complexes and act as enzyme mimic, especially when appropriately functionalized1. Introduction of azo group to calixarenes can make the later to be easily detected in the process of molecular recognition, azo groups have been introduced into calixarenes by the diazo-coupling reaction of calix[4]arene with BF4- or chloride salt of substituted benzene diazon…     

Synthesis of Calix[4]arenes with Dendritic Fragments

Dendrimer5arethree-dimensional,highorderedoligomericandPOlymericcomPOundS,whicharemo1ecular-1evelcontrolofsize,shapes,surfacechentistry,toPOlogyandflexibility.'.'Calixarenesarecyclicoligomers,whichhavebeenextensive1ystudiedinordertoobtalnnewhostsbyappropriatefiJnctionalizationoftheparentmolecule.3,#Besides,calixarenesareattractivecandidatesfOrpolponctionalcoresindendriticmolecules,esPeciallybytheconvergentgroWthaPProach.'ltisinterestingthatthemoleculeofcombinationofcalixarenewithdendritic…     

Synthesis and properties of p-per fluoroalkylcalix [4]arenes

p-Perfluoroalkylealix[4]arenes were prepared readily from the reaction of calix-[4]arene with perfluoroalkyl iodides in the presence of sodium dithionite or sodium hydroxy-methanesulfinate under mild conditions,These fluorine-containing calixarenes showed bettersolubilities in common organic solvents as compared to their nonperfluoroalkylation analogand formed inclusion complexes with many neutral molecules as well as fluorocarbons.     

Synthesis, structure and anion binding properties of lower rim α-hydroxyamide calix[4]arene derivatives

A new family of p-tert-butylcalix[4]arenes functionalized at the lower rim with α-ketoamide or α-hydroxyamide functions has been prepared. The ¹H and ¹³C NMR spectra indicate that the macrocycles preferably adopt a cone conformation. X-ray crystal study of the α-ketoamide derivative 4a shows the flattened cone conformation in the solid state. Reduction of α-ketoamide 4ab has produced the α-hydroxyamide derivatives 6ab. The introduction of chiral moieties on the lower rim position of the calix[4]arene allowed the synthesis of the chiral derivatives 7 and 8. Host-guest complexation properties towards various anions of the chiral α-hydroxyamide 8 have been examined by ¹H NMR spectroscopy. This new receptor has shown promising selectivity for and N-tosyl-(L)-alaninate.     

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-…     

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…     

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⁺.     

Synthesis and Complexation Abilities of Novel Multiple-Sites Calix[4]arene Receptors: Calix[4]arene Derivatives with Anthraquinone Groups on Lower Rims and Hydrazone Groups on Upper Rims

By formylation of 1,3-bisubstituted calix[4]arene anthraquinone derivative 1 in hexamethylenetetramine/trifluoroacetic acid system, the corresponding formylated gecalix[4]arene anthraquinone derivative 2 was synthesized in yield of 63%. By further reacting compound 2 with salicylic hydrazide, 2,4-dinitrophenyl hydrazine, nicotinyl hydrazine or phenyl thiosemicarhazide, novel calix[4]arene derivatives with anthraquinone and hydrazone groups 3a–3d were obtained in yields of 74–83%. The extracting experiments for series of metallic cations showed that compounds 3a–3d possessed high extracting abilities and extracting selectivity for tested cations. The complexation UV-Vis spectra for a series of anions indicated compounds 3a–3d exhibited the strong complexation abilities for tested anions. The ¹H-NMR titration study showed that compound 3d possessed excellent complexation abilities for ion-pair of NaH₂PO₄ in 1:1 host-guest complex with the association constant of 4.6 × 10⁴ M^?1.     

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 of （p-Formylphenyl）azo Calix[4]arenes

Five novel azo calix[4]arenes were reported. The p-aminobenzaldehyde was diazotized with sodium nitrite in aqueous hydrochloride solution. Mono-, bis-, tris- and tetrakis(p-formylphenyl)azo calix[4]arenes (including proximal and distal isomers) were obtained respectively by diazo-coupling in different molar ratio to calix[4]arene(1) under pH=7.5--8.5 at 0-5℃. All (p-formylphenyl)azo calix[4]arenes were characterized by ^1H NMR, ^13C NMR, IR, MS (ESIMS) spectroscopies and elemental analysis.     

Synthesis and Characterization of Picolinamide Calix[6]arenes Derivatives

It is well known that calixarenes are extremely versatile classes of macrocyclic receptor able to complex various metal ions as well as to selectively recognize both neutral and charged inorganic or organic species in solution. It is unable to get a clear…     

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

Russian Journal of Organic Chemistry -     

Effective Synthesis of β-Ketophosphonate Derivatives of Calix[4]resorcinolarenes

An effective method for introduction of -phosphonate fragments to a calix[4]resorcinolarene matrix is presented octa(ketophosphonate)calix[4]resorcinolarenes are prepared. The effectiveness of 2,8,14,20-tetramethyl-4,6,10,12,16,18,22,24-octa[3-(dimethoxyphosphoryl)-2-oxopropyl]calix[4]-resorcinolarene for extraction of lanthanum ions from water to chloroform in the presence of picrate ions, accompanied by formation of a complex is demonstrated.     

Synthesis and photophysical properties of 2,2′-binaphthalene-based receptor bearing trimethylsilyl groups to improve the solubility

Two trimethylsilyl groups were introduced at 5- and 5′-positions of 2,2′-binaphthalene to improve the solubility of 2,2′-binaphthalene-based receptors. The X-ray crystallographic analysis revealed the twisted structure of 2 in the solid state. The solubility of 2 was moderately improved by 3.1-fold comparing with mother skeleton 1. As a practical example of 2, receptor 8 bearing two aza-15-crown-5 moieties was prepared and the selective binding of 8 with Ba²⁺ can be observed by the formation of sandwich-like complex, which shows no prevention of binding ability of the receptor by introduction of the bulky substituents.     

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。     

Microwave‐Assisted Synthesis of Calix[4]resorcinarene Hydroxamic Acids

New calix[4]resorcinarenes bearing hydroxamic acid groups, calix[4]resorcinarene hydroxamic acids (CRAHAs), have been synthesized.     

Calix[4]dithiacrown-6 and Its Platinum Complex

Ｃａｌｉｘ［４］ｄｉｔｈｉａｃｒｏｗｎ－６ａｎｄＩｔｓＰｌａｔｉｎｕｍＣｏｍｐｌｅｘＣＨＥＮＹｕａｎ－ｙｉｎ,ＺＨＯＵＹｉ－ｓｕｉ,ＴＯＮＧＸｉｎｇ－ｈｕａ,ＬＩＵＱｉａｎｇ,ＺＨＯＮＧＺｈｅｎ－Ｌｉｎ（ＤｅｐａｒｔｍｅｎｔｏｆＣｈｅｍｉｓｔｒｙ,Ｗ...