1552323-21-3Relevant articles and documents
Solvent-free catalytic isomerization of perfluoroalkyl allyl ethers
Lazzari, Dario,Cassani, Maria Cristina,Anna Brucka, Marta,Solinas, Gavino,Pretto, Marisa
, p. 641 - 649 (2014/02/14)
A convenient method for the bulk preparation of environmentally safe perfluoroalkyl propen-1-yl ethers via isomerization of primary allyl ethers is presented. Herein the solvent-free isomerization was carried out in the presence of two ruthenium(ii) complexes: the ruthenium-hydride [RuClH(CO)(PPh 3)3] and the second generation Grubb's type catalyst dichloro[1,3-bis-(2,4,6-trimethylphenyl)-4,5-dimethylimidazol-2-ylidene] (thien-2-ylmethylidene)(PCy3) ruthenium(ii) known as CatMETium-RF3. A variety of reaction parameters such as the catalyst loading, the use of a base and UV photoirradiation have been investigated. We found that the presence of Bu3N is beneficial to both catalytic systems and although CatMETium-RF3 was shown to be more active than [RuClH(CO)(PPh3)3], the catalytic activity of the latter can also be sensibly improved by UV irradiation. Carrying out the isomerization reaction with 0.1 mol% of [RuClH(CO)(PPh3)3] under UV-irradiation led to a ca. 30% improvement of the conversion compared to the same reaction carried out under sunlight and to a 60% improvement when the reaction is carried out in the dark thus mimicking the conditions present in an autoclave.
