Kim, HS Lee, SY Lee, H Bae, JY Park, SJ Cheong, M Lee, JS Lee, CH 2024-01-21T03:37:58Z 2024-01-21T03:37:58Z 2021-09-02 2006-02-03 0022-3263 https://pubs.kist.re.kr/handle/201004/135755 The isomerization reaction of 5-vinyl-2-norbornene (VNB) to 5-ethylidene-2-norbornene (ENB) has been performed using a catalytic system consisting of an alkali metal hydride and an amine. Among various amines tested, only aliphatic 1,2-diamines exhibited the activity for the isomerization. The isomerization was also affected by the alkali metal hydride employed. The activity of the alkali metal hydride increased with the increasing size of alkali metal: KH > NaH > LiH. A series of electron paramagnetic resonance (EPR) and UV-vis experiments on the active species suggest that the isomerization of VNB proceeds through a radical mechanism. English AMER CHEMICAL SOC 4N/5E RADICAL-ANIONS ELECTRON DELOCALIZATION 4N/6E DIANIONS Mechanistic investigation of the isomerization of 5-vinyl-2-norbornene Article 10.1021/jo0518203 1 JOURNAL OF ORGANIC CHEMISTRY, v.71, no.3, pp.911 - 914 JOURNAL OF ORGANIC CHEMISTRY 71 3 911 914 scie scopus 000235101100007 2-s2.0-32144455691 Chemistry, Organic Chemistry Article 4N/5E RADICAL-ANIONS ELECTRON DELOCALIZATION 4N/6E DIANIONS