Conjugated, trans-Spanning Ligands as Models for Multivalent p-Phenyleneethynylenes
A conjugated, pyridine-containing, phenylethynyl ligand that forms complexes with AgI and PdII has been developed. NMR titration studies with PdII reveal a stoichiometric binding of the ligand to the metal atom, while similar studies with AgI reveal a binding that is dynamic on the NMR timescale. Analysis of the NMR spectroscopic data by Job's plot analysis and non-linear curve fitting of a titration curve reveals a 1:1 binding ratio of ligand/silver cation and an association constant of Ka = 53 M"“1. X-ray crystal structures of the ligand"“metal complexes suggest ample room for the nearly barrierless rotation of the unsubstituted central benzene ring of the para-phenylethynyl chain. Subtle electronic differences in substituted systems provide some evidence of impaired rotation.
Spitler, Eric L., Sean P. McClintock, and Michael M. Haley. Dynamic proton-induced emission switching in donor-functionalized dehydrobenzopyrid  annulenes." The Journal of organic chemistry 72, no. 18 (2007): 6692-6699."
The Journal of organic chemistry