Syntheses and reactivity of calixarenes functionalized at meso positions

Abstract

In this paper the syntheses and reactivity of calixarenes functionalized at their meso positions are reviewed. First the calixarenes substituted at one, two and all meso positions are described; they are followed by presentation of ketocalixarenes.

Selected applications of calixarene derivatives

“…AuNPs 8,9 and AgNPs, 10 as well as organic NPs, 11 and serve for construction of sensors; [12][13][14] they also may be used as extractants of f-elements. 15,16 The present paper is a continuation of our previous reviews concerning covalently and noncovalently bound calixarene assemblies, 17 calixarenes functionalized at wide and narrow rims, 18 calixarenes substituted at meso positions, 19 calixarene complexes with metal ions, 20 as well as calixarenes and resorcinarenes. 21 Besides classical calixarenes, also calixarenes containing modified meso bridges are known, 22 they are calixradialenes, 23 ketocalixarenes 24 and homocalixarenes.…”

Calixarenes containing modified meso bridges

“…29,30 Attention should be paid also to pillararenes, a new class of cage macrocycles interesting for their receptor properties, and liquid crystals. 40 The present paper is a continuation of our earlier review on calixarenes functionalized at meso positions, 41 as well as of other papers dealing with rotaxanes containing calixarene macrocycles as rings, 22 functionalized calixarenes, 42 covalently and noncovalently bound assemblies of calixarenes 43 and calixarene complexes with metal ions; 44,45 calixarenes and resorcinarenes were described in ref. 30.…”

“…In the previous paper on meso functionalized calixarenes 41 we showed the oxidation of p-tbutylcalix [4]arene into bis(spirodienone)calix [4]arene. In this review compounds related to spirodienone calixarenes will be described as synthons of wide-rim functionalized calixarenes obtained by the acid-mediated bis(spirodienone) route and by a silver-mediated p-bromodienone route.…”

The kinetic product of the octabromination of p-tert-butylcalix[8]arene octamethyl ether

“…[1][2][3][4][5][6][7][8][9] Several synthetic methods have been developed enabling the preparation of derivatives substituted at the bridges. [10][11][12][13][14][15][16][17][18] Calixarenes monosubstituted at all bridges by bromine atoms (5)(6)(7)(8) are useful compounds for the preparation of calixarenes derivatives with a wide array of substituted bridges. [19][20][21][22][23] These bromo derivatives can be prepared via photochemical bromination of the corresponding calixarene methyl ethers 1-4.…”