Photochemical transformations-III: Organic iodides (Part 3): Geranyl and neryl iodides and 2(e), 6(e)- and 2(z), 6(e)-farnesyl iodides

Abstract

Solution photolysis of geranyl and neryl iodides, and 2(E), 6(E)- and 2(Z), 6(E)-farnesyl iodides has been carried out. Products arising from simple elimination as well as π-participation are formed. Thus, both geranyl and neryl iodides furnished, besides some unidentified compounds, myrcene, cis-ocimene, limonene and terpinolene, though in different proportions. Likewise, the sesquiterpene analogues yielded different amounts of trans- β-farnesene, β-bisabolene, trans- α-bisabolene and ar-curcumene. Results have been discussed in terms of ionic intermediates.