Journal article
Reactions of C6F5Li with Tetracyclone and 3-Ferrocenyl-2,4,5-triphenylcyclopentadienone: An 19F NMR and X-ray Crystallographic Study of Hindered Pentafluorophenyl Rotations
Abstract
Tetracyclone, 2a, reacts with C(6)F(5)Li to yield 2-pentafluorophenyl-2,3,4,5-tetraphenylcyclopent-3-en-1-one, 7, and 5-hydroxy-5-pentafluorophenyl-1,2,3,4-tetraphenylcyclopentadiene, 8, as the result of 1,6 and 1,2 additions, respectively. In contrast, treatment of 3-ferrocenyl-2,4,5-triphenylcyclopentadienone, 2b, with lithiopentafluorobenzene leads to 4-ferrocenyl-4-pentafluorophenyl-2, 3,5-triphenylcyclopent-2-en-1-one, 9, and …
Authors
Gupta HK; Stradiotto M; Hughes DW; McGlinchey MJ
Journal
The Journal of Organic Chemistry, Vol. 65, No. 12, pp. 3652–3658
Publisher
American Chemical Society (ACS)
Publication Date
June 1, 2000
DOI
10.1021/jo991232n
ISSN
0022-3263