Synthesis and structural studies of 5,12-dioxocyclams capped by 4-substituted pyridines across the amine nitrogens.
A series of 4-substituted pyridine-capped 5,12-dioxocyclams was synthesized and fully characterized. The 4-substituent varied from electron-withdrawing groups (NO2, NO, CN) to electron-donating groups (NHCbz, NH2). The most versatile substituent was the 4-bromo group, which could be replaced by a variety of groups using Stille, Sonogashira, or Buchwald-Hartig palladium-catalyzed chemistry. Copper complexes of a majority of these capped dioxocyclams were synthesized and characterized as well.
D000588:Amines / Q000737:chemistry*; D003300:Copper / Q000737:chemistry; D018360:Crystallography, X-Ray; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*
D000588:Amines; D006571:Heterocyclic Compounds; D011725:Pyridines; D003300:Copper; D009584:Nitrogen