Comparison of [Pd2L4][BF4]4 cages for binding of n-octyl glycosides and nitrate (L = isophthalamide or dipicolinamide linked dipyridyl ligand)†
Brian J. J. Timmer,Eduard O. Bobylev,Tiddo J. Mooibroek
Organic & Biomolecular Chemistry Pub Date : 07/12/2021 00:00:00 , DOI:10.1039/D1OB01185E
Abstract

Two dipyridyl ligands were synthesized, where the pyridyl donor fragments were separated by an isophthalamide (1) or a dipicolinamide moiety (2). Both ligands formed [Pd2(Ligand)4][BF4]4 complexes in CD2Cl2 containing 5% dmso-d6. It was found that while [Pd2(1)4][BF4]4 readily binds to n-octyl glycosides and to nitrate anions, [Pd2(2)4][BF4]4 did not. The difference in binding properties could be rationalized based on the reduced flexibility and size of the [Pd2(2)4]2+ cage and/or stronger interior binding of a BF4 counter anion.

Graphical abstract: Comparison of [Pd2L4][BF4]4 cages for binding of n-octyl glycosides and nitrate (L = isophthalamide or dipicolinamide linked dipyridyl ligand)