Rhodium(I)-catalyzed [2+2+2] cycloaddition reactions of triacetylenic 15-membered aza macrocycles: A comparative structural study
S. Brun, A. Torrent, A. Pla-Quintana, A. Roglans, X. Fontrodona, J. Benet-Buchholz, T. Parella
: A variety of new nitrogen-containing 15-membered triacetylenic macrocycles with one or two alkyl substituents in a propargylic position have been efficiently synthesized and completely characterized. These macrocyclic systems undergo [2 + 2 + 2] cycloaddition reactions, leading to the corresponding fused tetracycles with a benzene core on treatment with Wilkinson’s catalyst, [RhCl(PPh3
]. The effects of alkyl chains have been evaluated on both the efficiency of the reaction and the conformational and structural analysis of the reactants.
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