Resorcarenes synthesis

Figure 6.51 Synthesis of a trimeric carcerand from a resorcarene trimer precursor.76...

Figure 6.52 Molecular models viewed along the C4 (a and c) and C I (b and d) axes of the 1700 A3 resorcarene hexamer formed in an 18-component, one-pot synthesis. (Copyright Wiley VCH Verlag GmbH Co. KGaA. Reproduced by permission).

Chiral groups may be attached to both the narrow and the wide rims of the calixarene skeleton I (or even to the bridges14) and this may be done by chemical modification of the calixarene or by the use of appropriate chiral phenols for the calixarene synthesis. With resorcarenes II chiral groups may be introduced at the hydroxy groups or at the 2-position between the OH-functions. Their attachment at the bridges (CHR ) was also realized. 

A direct synthesis of chiral resorcarene octamethyl ethers 25 starting with chiral monomers has been also reported.55 The condensation of ( )-2,4-dimethoxycin-namic acid amides of D-, and L-valine catalyzed by BFjEtjO leads to a mixture of the rccc-, rect- and rcff-isomeres, which can be separated by chromatography. 

SCHEME 22. Synthesis of C4-symmetric resorcarenes via Mannich condensation with a chiral primary amine as an auxiliary... 

Bis-resorcarenes, Cahxresordnols methylene-bridged 1383 synthesis of 1381-1384 Resorc[4]arenes 320, 322 Resorcarene-sugar clusters 1418 Resorcinol benzoates, Fries rearrangement of 645... 

An exciting development in dithiocarbamate chemistry is the synthesis by Beer and co-workers (325,1489) of a range of supramolecular complexes containing nickel(II), zinc(II), and copper(II) bis(dithiocarbamate) centers. These include the preparation of nano-sized resorcarene-based polymetallic assemblies, copper(II) dithiocarbamate macrocycles (62,326,1469,1470), crown-ether derivatives (1471), cryptands (492), and catenanes (544). Details of this work are given in this section and also within the copper and zinc sections (Section IV.H.l and IV.I.l). 

Very recently. Beer and co-workers (325) reported the synthesis and structure of the resorcarene-based complex [Cu8(Li)4][l3]7[I].6H20 (Fig. 230), which is... 

In two further papers (325, 1489), Beer and co-workers described the synthesis and structural characteristics of nano-sized resorcarene-based molecules containing pyridine adducts of six zinc or cadmium bis(dithiocarbamate)... 

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