Bis-ferrocene derivatives of bridged calix[4]arenes: syntheis, X-ray crystal structure and electrochemical properties

The reaction of chlorocarbonylferrocene (2) with bridged calix[4]arene macrocyclic compounds, in which two opposite para-positions are connected by an additional aliphatic chain where n = 5 (1a) or n = 8 (1b) respectively, gave the corresponding new redox-active bis-ferrocene derivatives of bridged calix[4]arenes, 3a and 3b. An X-ray diffraction study of 3a shows that the caliz[4]arene has a cone conformation in which the two ferrocene substituents are located on the phenolic units connected to each other by the aliphatic chain bridge. Cyclic voltammetric and coulometric studies in dichloromethane reveal that 3a and 3b undergo reversible two electron oxidations at + 0.90 V (versus SCE), sug…

ChemInform Abstract: A Series of Calix(4)arenes, Having Two Opposite Para Positions Connected by an Aliphatic Chain.

Structure of 5,17-dimethyl-11,23-dioctylcalix[4]arene

The title compound C46O4H60 crystallizes in the triclinic space group, P¯1, witha=11.584(2),b=16.261(2),c=11.172(1) A,α=103.15(8),β=95.68(1),γ=96.85(1)°. The structure was solved by direct methods, and refined by weighted full-matrix least squares toR=0.097. This is the second calix[4]arene with two different alkyl substituents atpara positions of the phenolic rings. The macrocycle adopts the cone conformation. Interactions CH3-π are established between two calixarenes related by a center of symmetry. Comparisons are made between the conformation of this molecule and that of symmetrically substituted calix[4]arenes.

The synthesis of double-calixarenes

Abstract Macrocyclic molecules consisting of two calix[4]arene moieties linked via their p-positions by one 1, two 2 or four 3 aliphatic chains were synthetized for the first time.