Base-catalyzed reactions. XXXVII. Relative rates of side-chain alkenylation of 4-substituted pyridines with isoprene. Effects of the side-chain double bond on reaction rates was written by Stalick, Wayne M.;Pines, Herman. And the article was included in Journal of Organic Chemistry in 1970.Computed Properties of C11H17N This article mentions the following:
The competitive side-chain alkenylation of various 4-alkyl- and alkenylpyridines with isoprene catalyzed by alkali metals was investigated. Examination of the alkylpyridines used in the reaction shows that steric factors are important when substitution is made on the carbon 灏?to the pyridine ring. The presence of a side-chain double bond increases the rate of alkenylation and this is ascribed to a complexation of the olefinic bond with the alkali metal catalyst. The relative increase in competitive rate varies with the catalyst used in the reaction, such that K > na > Li. The changes in reactivity that occur when using different catalysts are explained by the hard and soft acids and bases (HSAB) principle. A table identifying many new 4-substituted pyridine compounds is also given. In the experiment, the researchers used many compounds, for example, 4-Hexylpyridine (cas: 27876-24-0Computed Properties of C11H17N).
4-Hexylpyridine (cas: 27876-24-0) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. 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. Computed Properties of C11H17N