Issue 32, 2007

Synthesis, structural characterization and anion binding studies of palladium macrocycles with hydrogen-bonding ligands

Abstract

The reactions between [Pd(P–P)(OTf)2] (where P–P = dppp or dppf) and two different bipyridyl ligands (L1 = 1,3-bis(4-pyridylmethyl)urea and L2 = 1,3- bis(pyridinylmethyl)benzenedicarboxamide) containing hydrogen-bonding units have been studied. The X-ray crystal structures of three of these assemblies have been solved showing them to be the [2 + 2] metallo-macrocycles [Pd(P–P)(Ln)]2(OTf)4 [P–P = dppp, n = 1, (1); P–P = dppp, n = 2, (2); P–P = dppf, n = 1, (3)]. To confirm whether the dimeric assembly of one of these species (1) is retained in solution, several investigations have been carried out. 1H NMR studies in DMSO and high resolution ESI mass spectrometry have shown that 1 is in equilibrium with a larger [3 + 3] metallo-macrocycle. The equilibrium between these two species can be modified by changing the temperature, concentration or solvent. Also, addition of certain anions (e.g. [H2PO4]) to the mixture shifts the equilibrium favoring the formation of the [2 + 2] metallo-macrocycle over the [3 + 3] (initially present in a larger proportion).

Graphical abstract: Synthesis, structural characterization and anion binding studies of palladium macrocycles with hydrogen-bonding ligands

Supplementary files

Article information

Article type
Paper
Submitted
12 Mar 2007
Accepted
25 May 2007
First published
29 Jun 2007

Dalton Trans., 2007, 3516-3525

Synthesis, structural characterization and anion binding studies of palladium macrocycles with hydrogen-bonding ligands

P. Diaz, J. A. Tovilla, P. Ballester, J. Benet-Buchholz and R. Vilar, Dalton Trans., 2007, 3516 DOI: 10.1039/B703660D

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