Resorcinarene-based compound

Compounds of Group 11. The 3H and 31P NMR spectra of [Cu4 (. L-dppm)4(. i4 r 1, r 2-C=C-)]2+ show 2 fluxional processes in solution, i.e. oscillation of the C=C2 unit inside the Cu4 rectangle, and flipping of the diphosphines.976 Dynamic solution behaviour has been found using variable-temperature 31P NMR spectra for a number of crown clusters of copper and silver, based on resorcinarene, (PhCH2CH2CHC6H2)4.977 The proton NMR spectrum of [ Cu(L) (PF6 ]n, where L = (205), is consistent with fluxional processes involving the pyridine-H3 proton at room temperature.978... 

Calix[4]resorcinarenes, a subclass of calixarenes, are large cyclic tetramers that have found applications as macrocyclic receptors, host molecules, host-guest complexes, and so on (Botta et al, 2005 Martinez et al., 2000 Leyton et al., 2005 Yonetake et al, 2001). It shonld be noted that the synthesis of calix[4]resorcinarenes was first reported in the late nineteenth century by Bayer based on the concentrated sulfuric acid-catalyzed cyclocondensation of benzaldehyde and resorcinol (Bayer, 1872). These cyclic compounds were synthesized by TSA (Scheme 3.8) (Karami etal.,2012f). 

When we reinvestigated the base-induced reaction of 1-naphthol with formaldehyde we isolated and identified three isomeric tetrameric compounds [2] which we named calix[4]naphthalenes by analogy with the calix[4]arenes and cal-ix[4]resorcinarenes. However, unlike the latter which are derived fromp-substituted phenols and resorcinol respectively, several different isomers can theoretically exist for the calix[4]naphthalenes. Additionally, the conformations that are possible for some of these isomers are further complicated due to the dissymmetry that is introduced by the naphthalene rings. In this contribution we will describe some properties of this new class of compounds. 

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