Reactions of Organomagnesates and Aryl Halides: Metalation and Nucleophilic Substitution was written by Farkas, Julius Jr.;Stoudt, Scott J.;Hanawalt, Erin M.;Pajerski, Anthony D.;Richey, Herman G. Jr.. And the article was included in Organometallics in 2004.Formula: C11H17N This article mentions the following:
Reactions with aryl halides (ArX) of preparations obtained in di-Et ether from an R2Mg compound and a cryptand, an alkali-metal alkoxide, or tetrabutylammonium bromide lead to ArH and ArR. ArH results from magnesium-halogen exchange, and ArR results from aryne formation. Reactions of similar preparations with pyridine lead to formation of larger amounts of substitution product, and those with 2-cyclohexen-1-one to larger amounts of 1,4-addition product, than do reactions of R2Mg alone. In the experiment, the researchers used many compounds, for example, 4-Hexylpyridine (cas: 27876-24-0Formula: C11H17N).
4-Hexylpyridine (cas: 27876-24-0) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Formula: C11H17N