2823-51-0Relevant academic research and scientific papers
Efficient synthesis of tetradecafluoro-4-phenylheptan-4-ol by a Cannizzaro-type reaction and application of the alcohol as a bulky Martin ligand variant for a new anti-apicophilic phosphorane
Jiang, Xin-Dong,Matsukawa, Shiro,Kakuda, Ken-Ichiro,Fukuzaki, Yuta,Zhao, Wei-Li,Li, Lin-Song,Shen, Huai-Bin,Kojima, Satoshi,Yamamoto, Yohsuke
scheme or table, p. 9823 - 9829 (2011/01/07)
Alcohols 8 bearing two identical perfluoroalkyl groups were prepared by the reaction of the corresponding perfluoroalkyl phenyl ketones 7 with 0.5 equivalents of t-BuOK via Cannizzaro-type disproportionation. Utilizing the new bulky bidentate ligand with two n-C3F7 groups generated from 8c, anti-apicophilic phosphorane 5a and its stable isomer 6a were synthesized. The crystal structures of 5a and 6a were slightly affected by the steric repulsion of heptafluoropropyl groups. Kinetic studies on the isomerization of 5a to 6a showed that the new ligand was effective for decreasing the isomerization rate compared with its C2F5 analog 3a to about half.
A simple procedure for nucleophilic perfluoroalkylation of organic and inorganic substrates
Petrov, Viacheslav A.
, p. 3267 - 3269 (2007/10/03)
The mixture RfI and tetrakis(dimethylamino)ethylene is used for the nucleophilic perfluoroalkylation. The reaction of chlorotrimethylsilane and RfI/tetrakis(dimethylamino)ethylene in diglyme results in the formation of RfSi(CH3)3 isolated in 55-81% yield. The interaction of this system with organic electrophiles such as benzoyl and benzensulphonyl chlorides, aliphatic and aromatic aldehydes and activated ketones leads to the formation of the corresponding condensation products in 24-62% yield.
Nucleophilic Addition of the Pentafluoroethyl Group to Aldehydes, Ketones, and Esters
Gassman, Paul G.,O'Reilly, Neil J.
, p. 2481 - 2490 (2007/10/02)
Pentafluoroethyl iodide reacts with methyllithium at -78 deg C to produce (pentafluoroethyl)lithium.This halogen-metal exchange reaction can be carried out in the presence of aldehydes, ketones, and esters with no observable addition of methyllithium to t
