The reaction of the trichloromethylium ion with olefins

✍ Scribed by John A. Stone; Nancy Joan Moote

• Book ID: 102556468
• Publisher: John Wiley and Sons
• Year: 1985
• Tongue: English
• Weight: 437 KB
• Volume: 20
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/oms.1210200110

✦ Synopsis

The reactions of [CCl,]' with ethylene, l-hexene, cyclopentene, cyclohexene and styrene have been studied in a field-free, high-pressure ion source by the-resolved ion collection following a short ionizing pulse of electrons. Ethylene is completely unreactive, while addition of [CCI,]' to the ole6nic 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 [MCCI,]+ which is an arenium ion produced by addition to the aromatic ring. Rate constants for the reaction of [CCl,]' have been determined and show that whereas reaction with styrene occurs at almost every ion-molecule collision, with l-hexene and cyclopentene only 15% of the collisions lead to reaction.