162612-08-0Relevant academic research and scientific papers
Copper-Free One-Pot Sonogashira-Type Coupling for the Efficient Preparation of Symmetric Diarylalkyne Ligands for Metal-Organic Cages**
Lehr, Marc,Paschelke, Tobias,Bendt, Victoria,Petersen, André,Pietsch, Lorenz,Harders, Patrick,McConnell, Anna J.
supporting information, p. 2728 - 2735 (2021/04/05)
The often time-consuming and challenging multi-step synthesis of ligands for metal-organic cages is a limiting factor for the discovery and application of new cages. We report a highly efficient copper-free one-pot Sonogashira-type coupling for the preparation of symmetric diarylalkyne ligands on both a small and large scale; bipyridine- and benzimidazole-based ligands for the self-assembly of Co4L6 cages were synthesized in short reaction times and high isolated yields directly from aryl halide precursors. This one-pot method reduces the synthetic burden of ligand synthesis and will facilitate the preparation of ligands with additional functionality for applications of their corresponding cages.
A general preparation of pyridines and pyridones via the annulation of ketones and esters
Marcoux,Marcotte,Wu,Dormer,Davies,Hughes,Reider
, p. 4194 - 4199 (2007/10/03)
A general preparation of pyridines 4a-f from stabilized ketones 3a-c and aryl ketones 3d-f is described. The annulation of stabilized esters 3g,h gives access to the corresponding 2-pyridones 4g,h. The annulation reactions proceed in fair to excellent yie
Unusual formation of 5-halo-2,2'-bipyridyls by treatment of tris(2-pyridyl)phosphine derivatives with halogens
Uchida,Kajita,Kawasaki,Oae
, p. 4077 - 4080 (2007/10/02)
Reaction of tris(2-pyridyl)phosphine with chlorine in dichloromethane or acetonitrile gave chlorotris(2-pyridyl)phosphonium chloride which afforded a coupling product, 2,2'-bipyridyl, by treating with dilute HCl. Treatment of tris(2-pyridyl)phosphine or tris(2-pyridyl)phosphine oxide with chlorine or bromine in methanol gave unusual 5-halo-2,2'-bipyridyl as a major coupling product. This is undoubtedly an electrophilic substitution on a pyridyl ring in the pentacovalent phosphorane.
