Tetrakis(4-pyridyl)methane:  Synthesis, Properties, and a Diamondoid Network Structure of Its Silver(I) Complex

Abstract

The title compound, which has the highest symmetry among tetrapyridylmethane isomers, has been synthesized from tris(4-pyridyl)methane and 4-chloropyridine. The silver(I) complex of the title compound forms a three-dimensional, non-interpenetrated diamondoid network in a crystal.

3-(4-Pyridyl)-acetylacetone – a fully featured substituted pyridine and a flexible linker for complex materials

“…Metal complexes in which several acacPy residues are O,O 0 chelated to the same cation such as Fe(acacPy) 3 can be associated with bridging polypyridine ligands. Such polypyridines may stabilize discrete aggregates (Fujita et al, 1998;Kuehl et al, 2002;Ghosh et al, 2007), but also extended structures (Ellis et al, 2000;Cotton et al, 2002;Matsumoto et al, 2007). One-dimensional chain of (4) and coordination environment around Cd1.…”

Postfunctionalization of Tris(pyridyl) Aluminate Ligands: Chirality, Coordination, and Supramolecular Chemistry

“…One interesting idea in the general area of tris(pyridyl) ligands is the incorporation of a donor functionality into the 3‐ and 4‐positions, which should result in a fundamental change in the character of the ligand from intramolecular and tripodal for 2‐py substituents to intermolecular for 3‐ and 4‐py groups (Figure ). A rare example illustrating this feature is observed with C(4‐py) 4 , which functions as a tetrahedral node in the diamondoid lattice arrangement of [AgBF 4 {C(4‐py) 4 }] . Despite their obvious potential as building blocks in supramolecular chemistry, the coordination chemistry of these ligands remains largely unexplored and only a few complexes containing neutral 3‐ and 4‐py ligands with nonmetallic C, Si, and P bridgeheads have been structurally characterized.…”

“…Ar are example illustrating this feature is observed with C(4-py) 4 ,w hich functions as at etrahedral node in the diamondoid lattice arrangemento f[ AgBF 4 {C(4-py) 4 }]. [13] Despite their obvious potentiala sb uilding blocks in supramolecular chemistry,t he coordination chemistry of thesel igands remains largely unexplored and only af ew complexes containing neutral 3-and 4-py ligandsw ith nonmetallic C, [13,14] Si, [15] and P [16] bridgeheads have been structurally characterized.T he fundamental problemi nd eveloping any of the 3-or 4-py ligand systems of this typei st he unreliabilityo ft he metal-halogen exchange reactions that generate the lithio-pyridine intermediates from the corresponding bromo-pyridines. [17] For this reason,d espite our best efforts, we have been unable to obtain any of the metal-bridged tris(pyridyl) ligandsc ontaining 3-or 4-py groups.…”

“…The chemical shift values are given in ppm. 1 Ha nd 13 CNMR chemical shifts are referenced to TMS. 7 [12] were synthesized as described previously.X-ray data were collected on aBruker D8 QUEST diffractometer with an Incoatec ImSC um icrofocus source.…”

New three- and four-armed flexible bridging ligands for use in metallosupramolecular chemistry: syntheses and X-ray structures

“…Conventional three-armed ligands tend to be either planar, such as 2,4,6-tri(4-pyridyl)triazine, used to great effect by Fujita and co-workers, 16 or tripodal, such as the tren-based ligands recently reviewed by Blackman. 17 Similarly, four-armed bridging ligands are usually classified as tetrahedral, such as tetra-(4-pyridyl)methane, 18 planar, such as tetra(4-pyridyl)porphyrins, 19 or based on rigid scaffolds such as calixarenes and cavitands. 20 4.…”