Mechanisms of solution reactions of cyclopenta[cd]pyrene oxide and acenaphthylene oxide

Authors
Whalen, D Doan, L Poulose, B Friedman, S Gold, A Sangaiah, R Ramesha, AR Sayer, JM Jerina, DM
Citation
D. Whalen et al., Mechanisms of solution reactions of cyclopenta[cd]pyrene oxide and acenaphthylene oxide, POLYCYCL AR, 21(1-4), 2000, pp. 43-52
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
POLYCYCLIC AROMATIC COMPOUNDS
ISSN journal
10406638 → ACNP
Volume
21
Issue
1-4
Year of publication
2000
Pages
43 - 52
Database
ISI
SICI code
1040-6638(2000)21:1-4<43:MOSROC>2.0.ZU;2-R
Abstract
Rates and products of the acid-catalyzed and spontaneous reactions of cyclo penta[cd]pyrene oxide (2) and acenaphthalene oxide (3) in 1:3 dioxane-water and water, respectively, have been determined. Both 2 and 3 undergo acid-c atalyzed hydrolyses to yield cis diol as the major product, and undergo spo ntaneous reactions to yield predominantly ketone products. The mechanisms o f these reactions are discussed.