C6H5N energy surface. III. Isomerization processes and intramolecular trapping in picolylcarbenes was written by Crow, Wilfrid D.;Khan, Amtul N.;Paddon-Row, Michael N.. And the article was included in Australian Journal of Chemistry in 1975.Formula: C7H6N2 This article mentions the following:
5-(Methyl-2-, 3-, and -4-pyridyl)tetrazoles are prepared from the corresponding picolinecarbonitriles and are used as gas-phase generators for the corresponding picolylcarbenes at 600°/0.05 mm. The normal isomerization processes in arylcarbenes are interrupted in some cases by intramolecular trapping by the Me groups to give cyclobuta[b] and -[c]pyridines. The major process competing with this is N-extrusion to give tolynitrenes, which then undergo ring contraction to form methylcyclopentadienecarbonitriles. The relative yields from these and other processes are used to deduce the preferred isomerization pathways in picolylcarbenes. In methyl-2-pyridylcarbenes there is almost exclusive insertion into the 2,3-bond, leading to the tolynitrenes. The 3- and 4-pyridylcarbenes show a tendency for the carbene center to oscillate over the 3-, 4- and 5-positions of the ring with slower leakage to the 2-position. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Formula: C7H6N2).
4-Methylpicolinonitrile (cas: 1620-76-4) 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Formula: C7H6N2