Aryl Amide Macrocycles

Beside the above aryl amide macrocycles, one-pot intramolecular H-bond-directed macrocyclization reactions have also been demonstrated to work with macrocycles containing formamidine [13], urea [13, 76, 77], hydrazide [78], and Schiff-base [40, 79] linkages. Using naphthyridine-based building blocks (22a), Cuccia and coworkers synthesized macrocycles containing formamidine- (22b) and urea-linkages... 

Zhu YY, Li C, Li GY, Jiang XK, Li ZT (2008) Hydrogen-bonded aryl amide macrocycles synthesis, single-crystal stractures, and stacking interactions with fiillerenes and coronene. J Org Chem 73(5) 1745-1751... 

A useful method to synthesize ten and fourteen-membered ring imides 346 involved an initial condensation of macrocyclic -ketoestes 343 with alkyl or aryl isocyanates and carbodiimides, respectively, in the presence of a base [68]. After a nucleophilic attack of the enolate on the isocyanate C, the resultant amide N anion 344 induced a ring closure by addition to the keto group. Then, the intermediately formed four-membered ring 345 underwent a fragmentation... 

Macrocyclic oligomer precursors of polycarbonates, PET, polymers of amides, etherketones, and ethersulfones are candidates for further study of macrocyclic oligomer polymerization thermodynamics [6]. Research extends to cyclic arylates (cyclic aryl-aryl esters) and cyclic alkyl aryl esters going back to isolating a cyclic trimer of poly(ethylene-terephthalate) in 1954 [13]. Much of the work on macrocyclic oligomers as precursors to high-MW macromolecules starts with spiro(bis)indane (SBI) biphenyl monomer to produce macrocyclic carbonates. 

Amides and imides. The photochemical decarbo>ylation of acryloylojy-substituted long-chain carboxylic acids opens a path to macrocyclic lactams through radical photocyclization. Pyrrolyl and indolyl benzoxazoles have been obtained from the intramolecular O arylation in photostimulated reactions.The photocyclization of the... 

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