223463-15-8Relevant academic research and scientific papers
One-Pot Synthesis of a Linear [4]Catenate Using Orthogonal Metal Templation and Ring-Closing Metathesis
Amir, Faheem,Barnes, Jonathan C.,Chang, Christy,Colley, Nathan D.,Fisher, Jeremy M.,Greene, Angelique F.,Li, Lei,Li, Ruihan,Li, Xuesong,Nosiglia, Mark A.
, (2020)
The efficient synthesis of well-defined, linear oligocatenanes possessing multiple mechanical bonds remains a formidable challenge in the field of mechanically interlocked molecules. Here, a one-pot synthetic strategy is described to prepare a linear [4]catenate using orthogonal metal templation between a macrocycle precursor, composed of terpyridine and phenanthroline ligands spaced by flexible glycol linkers, and a closed phenanthroline-based molecular ring. Implementation of two simultaneous ring-closing metathesis reactions after metal complexation resulted in the formation of three mechanical bonds. The linear [4]catenate product was isolated in 55% yield as a mixture of topological diastereomers. The intermediate metal complexes and corresponding interlocked products (with and without metals) were characterized by nuclear magnetic resonance, mass spectrometry, gel permeation chromatography, and UV-vis absorption spectroscopy. We envision that this general synthetic strategy may pave the way for the synthesis of higher order linear oligocatenates/catenanes with precise molecular weights and four or more interlocking molecular rings.
Linear bilateral extended 2,2′:6′,2′′-terpyridine ligands, their coordination complexes and heterometallic supramolecular networks
Veliks, Janis,Tseng, Jui-Chang,Arias, Karla I.,Weisshar, Florian,Linden, Anthony,Siegel, Jay S.
, p. 4317 - 4327 (2015/01/08)
Octahedral metal complexes of tridentate 2,2′:6′,2′′-terpyridine (terpy) fused with five-membered furan rings mimic the topology of tetrahedral metal complexes of bidentate 5,5′-functionalized 2,2′-bipyridine (bipy). Herein, we report the robust synthesis of 2,6-bis(2-substituted-furo[2,3-c]pyridine-5-yl)pyridine based ligands to access a series of linear bilateral extended terpy derivatives. This molecular design of alternating five- and six-membered rings has been applied to extend the applicability of terpy as a building block in supramolecular chemistry. The complexation of 2,6-bis(2-substituted-furo[2,3-c]pyridine-5-yl)pyridine derivatives with metal ions preferring octahedral geometry (Fe2+, Ru2+, and Zn2+) gives molecular "crossings" and "corners". Such design elements, functionalized with 4-pyridyl groups, allowed the construction of 3D and 2D heterometallic supramolecular networks containing Fe2+, Ag+or Fe2+, Cu+metal centers.
