Transition metal-mediated intramolecular [2+2+2] cycloisomerizations of cyclic triynes and enediynes |
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Authors: | Torrent Anna González Iván Pla-Quintana Anna Roglans Anna Moreno-Mañas Marcial Parella Teodor Benet-Buchholz Jordi |
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Affiliation: | Department of Chemistry, Universitat de Girona, Campus de Montilivi, s/n. E-17071-Girona, Spain. anna.roglans@udg.es |
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Abstract: | [reaction: see text] Nitrogen-containing 15-membered triacetylenic macrocycles known as 1,6,11-tris(arylsulfonyl)-1,6,11-triazacyclopentadeca-3,8,13-triynes (1) and enediynic macrocycles called 1,6,11-tris(arylsulfonyl)-1,6,11-triazacyclopentadeca-3-ene-8,13-diynes (4 and 5) were satisfactorily prepared. [2+2+2] cycloisomerization processes catalyzed by transition metals were tested in the above-mentioned macrocycles. Readily available and familiar cyclotrimerization precatalysts were examined for efficiency. Among them, the RhCl(CO)(PPh(3))(2) complex was found to catalyze the cycloisomerization reaction giving the desired cycloadducts in high yields. |
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