Journal article
Protonation of Tetraphenyl‐ and 2,3,4‐Triphenylcyclopentadienone – An NMR and X‐ray Crystallographic Study
Abstract
The protonation of 2,3,4,5‐tetraphenylcyclopentadienone (tetracyclone) yields 6,11‐diphenyl‐5 H ‐benzo[ a ]fluoren‐5‐one ( 17 ) and 2,3,4,5‐tetraphenylcyclopent‐2‐en‐1‐one ( 18 ) as the major products. This contrasts with the pyrolysis of tetracyclone, which yields 5,6‐diphenyl‐11 H ‐benzo[ a ]fluoren‐11‐one ( 22 ), a structural isomer of 17 . Mechanisms are presented that rationalize these observations. The protonation of …
Authors
Harrington LE; Britten JF; Casey M; Grealis J; Ortin Y; Müller‐Bunz H; McGlinchey MJ
Journal
European Journal of Organic Chemistry, Vol. 2017, No. 22, pp. 3249–3255
Publisher
Wiley
Publication Date
June 16, 2017
DOI
10.1002/ejoc.201700019
ISSN
1434-193X