Access the full text.
Sign up today, get DeepDyve free for 14 days.
Loading next page...
/lp/wiley/1-1-3-3-3-pentafluoro-2-pentafluorophenylpropene-oxide-precursor-for-EwM2mAZBnk
References (4)
-
A. Kadyrov, G. Bargamov, E. Rokhlin (1993)
New reactions of fluoroepoxides. Cleavage by trialkyl phosphitesJournal of Fluorine Chemistry, 65
-
O. Kolodiazhnyi (1996)
C-ELEMENT-SUBSTITUTED PHOSPHORUS YLIDSTetrahedron, 52
-
W. Middleton, W. Sharkey (1965)
Fluorothiocarbonyl Compounds. II.1Reactions of HexafluorothioacetoneJournal of Organic Chemistry, 30
-
M. Sekine, K. Okimoto, K. Yamada, T. Hata (1981)
Silyl phosphites. 15. Reactions of silyl phosphites with .alpha.-halo carbonyl compounds. Elucidation of the mechanism of the Perkow reaction and related reactions with confirmed experimentsJournal of Organic Chemistry, 12
- Publisher
- Wiley
- Copyright
- Copyright © 1997 Wiley Subscription Services
- ISSN
- 1042-7163
- eISSN
- 1098-1071
- DOI
- 10.1002/(SICI)1098-1071(1997)8:1<59::AID-HC9>3.0.CO;2-Y
- Publisher site
- See Article on Publisher Site
Abstract
1,1,3,3,3‐Pentafluoro‐2‐pentafluorophenylpropene oxide reacted with triethyl phosphite to give the ylide C6F5(CF3)C=P(OEt)3. Hydrolysis yielded the phosphonate C6F5(CF3)CHP(O)(OEt)2, which was dehydrofluorinated using Et3N · BF3 to form the vinyl phosphonate C6F5(CF2=)CP(O)(OEt)2, a compound available also directly from the starting epoxide and diethyl trimethylsilyl phosphite. The vinyl phosphonate and diethyl trimethylsilyl phosphite furnished a 2:1 mixture of (Z) and (E) bisphosphonates together with fluorotrimethylsilane. Thermolylsis of the ylide gave diethyl phosphorofluoridate and 1,1‐difluoro‐2‐pentafluorophenyl‐but‐1‐ene. © 1997 John Wiley & Sons, Inc.
Journal
Heteroatom Chemistry – Wiley
Published: Jan 1, 1997