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The reaction of the trichloromethylium ion with olefins
Authors:John A. Stone  Nancy Joan Moote
Abstract:The reactions of [CCl3]+ with ethylene, 1-hexene, cyclopentence, cyclohexene and styrene have been studied in a field-free, high-pressure ion source by time-resolved ion collection following a short ionizing pulse of electrons. Ethylene is completely unreactive, while addition of [CCl3]+ to the olefinic bond of the other compounds is followed by loss of one or more HCl molecules to give unsaturated cations. Only styrene forms a stable adduct [MCCl3]+ which is an arenium ion produced by addition to the aromatic ring. Rate constants for the reaction of [CCl3]+ have been determined and show that whereas reaction with styrene occurs at almost every ion-molecule collision, with 1-hexene and cyclopentene only 15% of the collisions lead to reaction.
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