Journal of the Chemical Society, Dalton Transactions p. 2049 - 2054 (1992)
Update date:2022-08-03
Topics:
Bencini, Andrea
Bianchi, Antonio
Ciampolini, Mario
Dapporto, Paolo
Fusi, Vieri
et al.
The synthesis and characterization of the new macrotricycle 10,22,28,32-tetraoxa-1,4,7,13,16,18-hexaazatricyclo<17.5.5.57,13>tetratriacontane L is reported.Its basicity in aqueous solution has been investigated by potentiometric and spectroscopic (1H, 14C NMR) techniques.The basicity constants have been determined (25 deg C, I = 0.15 mol dm-3) in two ionic media.Macrotricycle L behaves as a hexaprotic base: log K1 = 10.27(3), log K2 = 9.52(3), log K3 = 7.12(3), log K4 = 4.62(3), log K5 = 2.80(3), log K6 = 2.27(3) in NaClO4 and log K1 = 10.09(3), log K2 = 9.27(3), log K3 = 6.54(3), log K4 = 4.88(3), log K5 = 3.57(3), log K6 = 3.07(3) in NaCl.The constants relative to the equilibrium Cl- + HnLn+ <=> HnLCl(n-1)+ have been measured: n = 5, log K = 2.48(3); n = 6, log K = 3.59(3).The crystal structure of L has been determined by single-crystal X-ray analysis.The compound crystallizes in a triclinic unit cell (space group P1<*>, Z = 2) with lattice constants a = 8.984(5), b = 12.122(2), c = 14.667(3) Angstroem, α = 109.52(2), β = 105.47(3), γ = 95.24(3) deg.Least-square refinement converged at R = 0.088 (R'= 0.075) for 3198 unique reflections with I > 4?(I).The structure shows that the molecule has a skewed cylindrical shape, the bases being formed by the two N2O2 macrocycles with the N(CH2CH2)2 chains constituting the walls.The cylindrane L binds two Li+ ions and the resulting complex has been studied by 7Li NMR spectroscopy.Copper(II) and cadmium(II) complexes with L have been investigated in aqueous solution and their stability constants determined by potentiometric techniques.For both metals the following species have been found:
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Doi:10.1021/ja402922w
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