3 years ago

Superphenylphosphines: Nanographene-Based Ligands That Control Coordination Geometry and Drive Supramolecular Assembly

Superphenylphosphines:
Nanographene-Based Ligands
That Control Coordination Geometry and Drive Supramolecular Assembly
James M. Hook, Jordan N. Smith, Nigel T. Lucas
Tertiary phosphines remain widely utilized in synthesis, most notably as supporting ligands in metal complexes. A series of triarylphosphines bearing one to three hexa-peri-hexabenzocoronene (HBC) substituents has been prepared by an efficient divergent route. These “superphenylphosphines”, P{HBC(t-Bu)5}nPh3-n (n = 1–3), form the palladium complexes PdCl2L2 and Pd2Cl4L2 where the isomer distribution in solution is dependent on the number of HBC substituents. The crystalline structures of five complexes all show intramolecular π-stacking between HBC-phosphines to form a supramolecular bidentate-like ligand that distorts the metal coordination geometry. When n = 2 or 3, the additional HBC substituents engage in intermolecular π-stacking to assemble the complexes into continuous ribbons or sheets. The phosphines adopt HBC’s characteristics including strong optical absorption, green emission, and redox activity.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b12251

DOI: 10.1021/jacs.7b12251

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