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Trimethylsilyl trifluoromethanesulfonate (TMSOTf) is an organosilicon compound with the formula (CH 3) 3 SiO 3 SCF 3. It is a colorless moisture-sensitive liquid. It is the trifluoromethanesulfonate derivative of trimethylsilyl. [1] It is mainly used to activate ketones and aldehydes in organic synthesis.
Trimethylsilyl chloride, also known as chlorotrimethylsilane is an organosilicon compound (silyl halide), ... and trimethylsilyl trifluoromethanesulfonate (TMSOTf).
In organic chemistry, triflate (systematic name: trifluoromethanesulfonate), is a functional group with the formula R−OSO 2 CF 3 and structure R−O−S(=O) 2 −CF 3. The triflate group is often represented by −OTf, as opposed to −Tf, which is the triflyl group, R−SO 2 CF 3. For example, n-butyl triflate can be written as CH 3 CH 2 CH ...
A trimethylsilyl group (abbreviated TMS) is a functional group in organic chemistry. This group consists of three methyl groups bonded to a silicon atom [−Si(CH 3 ) 3 ], which is in turn bonded to the rest of a molecule.
1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose is further reacted with trimethylsilyl trifluoromethanesulfonate (TMSOTf) under the silyl-Hilbert–Johnson reaction and deprotected by an acid or base to form a pure artificial nucleotide.
Methyl trifluoromethanesulfonate, also commonly called methyl triflate and abbreviated MeOTf, is the organic compound with the formula CF 3 SO 2 OCH 3. It is a colourless liquid which finds use in organic chemistry as a powerful methylating agent. [ 2 ]
Preparation of the trifluoromethyltrimethylsilane was reported by Ingo Ruppert in 1984. [11] In 1989, Prakash and Olah first reported activation of TMSCF 3 by fluoride to perform nucleophilic trifluoromethylation of carbonyl compounds. [12]
Trimethylsilyl trifluoromethanesulfonate (Me 3 SiOTf), normally considered a source of electrophilic silicon, has a 29 Si NMR shift of 43 ppm. [2] Salts of Si(C 6 H 2 Me 3) + 3 and Si(C 6 Me 5) + 3 have been crystallized with the carborane [HCB 11 Me 5 Br 6] − and decaborate [B 12 Cl 12] 2-, respectively.