136145-71-6Relevant academic research and scientific papers
Trimethylsilyl bis(trifluoromethanesulfonyl)imide as a tolerant and environmentally benign Lewis acid catalyst of the Diels-Alder reaction
Mathieu, Benoit,Ghosez, Léon
, p. 8219 - 8226 (2002)
N-trimethylsilyl bis(trifluoromethanesulfonyl)imide (TMSNTf2) was readily prepared in situ by protodesilylation of trimethylsilane, allyl- or phenyltrimethylsilane with bis(trifluoromethylsulfonyl)imide. NMR studies showed that TMSNTf2 was much more effective than TMSOTf in complexing the carbonyl group of trans-methylcrotonate. As a result, TMSNTf2 was found to be superior to TMSOTf as a catalyst for the Diels-Alder reaction of α,β-unsaturated esters with a wide variety of dienes. In contrast to many metal derived Lewis acids, TMSNTf2 was found tolerant of many sensitive functional groups present in the diene partner.
Trimethylsilyl Pentafluorophenylbis(trifluoromethanesulfonyl)methide as a Super Lewis Acid Catalyst for the Condensation of Trimethylhydroquinone with Isophytol
Hasegawa, Aiko,Ishihara, Kazuaki,Yamamoto, Hisashi
, p. 5731 - 5733 (2003)
Acid and vitamin E: Trimethylsilyl super Lewis acids, such as [C 6F5-C(Tf)2]- Me3Si + and Tf3CSiMe3, are extremely active and highly effective catalysts for the regioselective condensation of trimethylhydroquinone with isophthyol to afford (±)-α-tocopherol (vitamin E; see scheme, Tf = CF3SO2.
