Abstract:There is robust evidence of the hypochlorous acid (HClO)-mediated damage in biomolecules, and nicotine boosts the chlorination potency of HClO. We present experimental and theoretical evidence of the mechanism by which nicotine catalyzes the chlorination of pyranine. The rate constants for chlorination of pyranine by HClO were measured in the presence (5.3 × 105 mol‑1 L s-1) and absence of nicotine (4.2 × 103 mol-1 L s-1), revealing the catalytic effect of the alkaloid. Density functional theory (DFT) calculat… Show more
“…38,39 Recently, nicotine has been reported as catalyst for the chlorination promoted by hypochlorous acid. 40 Moreover, organoselenides have been used as catalysts for the allylic chlorination of simple and natural olens. [41][42][43][44][45] On the other hand, electrochemical methods are reported for the allylic chlorination of a variety of isoprenoids using sodium chloride as halogen source.…”
A simple, mild and efficient scope pathway for selective catalytic chlorination of terpenic olefins is investigated using sodium dichloroisocyanurate (NaDCC) as highly efficient chlorination agent combined with readily available Lewis acid catalyst.
“…38,39 Recently, nicotine has been reported as catalyst for the chlorination promoted by hypochlorous acid. 40 Moreover, organoselenides have been used as catalysts for the allylic chlorination of simple and natural olens. [41][42][43][44][45] On the other hand, electrochemical methods are reported for the allylic chlorination of a variety of isoprenoids using sodium chloride as halogen source.…”
A simple, mild and efficient scope pathway for selective catalytic chlorination of terpenic olefins is investigated using sodium dichloroisocyanurate (NaDCC) as highly efficient chlorination agent combined with readily available Lewis acid catalyst.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.