Aminotriazines as Locking Fragments in Macrocyclic Synthesis.
The macrocyclic compounds (6-(4',6'-diamino-1',3',5'-triazinyl)-1,4,6,8,11-pentaazacyclotetradecane)copper(II) triperchlorate dihydrate, [Cu(HL(2))](ClO(4))(3).2H(2)O, (6-(6'-amino-4'-oxo-1'H-1',3',5'-triazinyl)-1,4,6,8,11-pentaazacyclotetradecane)copper(II) diperchlorate hydrate, [CuL(3)](ClO(4))(2).H(2)O, and [(6-(4',6'-dioxo-1'H-1',3',5'-triazinyl)-1,4,6,8,11-pentaazacyclotetradecane)copper(II)] diperchlorate, [CuL(4)](ClO(4))(2), have been synthesized. The macrocycles synthesized contain respectively pendant melamine, ammeline, and ammelide rings. The X-ray cyrstallographic analyses of [Cu(HL(2))](ClO(4))(3).2H(2)O, triclinic, space group P&onemacr;, a = 9.489(10) Å, b = 12.340(2) Å, c = 24.496(4) Å, alpha = 87.74(10) degrees, beta = 85.51(10) degrees, gamma = 70.95(10) degrees, and Z = 4, and {[CuL(3)](ClO(4))(2).H(2)O}(2), monoclinic, space group C2/c, a = 18.624(8) Å, b = 17.160(2) Å, c = 15.998(6) Å, beta = 117.82(2) degrees, and Z = 4, are reported. The structure of [Cu(HL(2))](ClO(4))(3).2H(2)O shows the formation of linear tapes, formed by a combination of hydrogen bonds and pi-pi stacking interactions. The structure of [CuL(3)](ClO(4))(2).H(2)O displays formation of dimers, formed by a coordinate bond from the oxygen in one molecule to the copper atom of another. The tautomeric forms of the ammeline and ammelide moieties have been determined. The potential of these compounds as subunits for cocrystallization has been investigated.
Bernhardt
Paul V.
PV
Department of Chemistry, University of Queensland, Brisbane, 4072, Australia.
Hayes
Elizabeth J.
EJ