Eine neue in situ‐Darstellung von (Trimethylsilyl)‐trifluormethansulfonat durch thermisch induzierte Umlagerung
Reinhold Tacke, Matthias Link, Harald Zilch
Abstract
Reinhold Tacke, Matthias Link, Harald Zilch
Abstract
A New in situ Preparation of Trimethylsilyl Trifluoromethanesulfonate by Thermally Induced Rearrangement A new in situ preparation of trimethylsilyl trifluoromethanesulfonate (3) is described: 3 is generated by a thermally induced rearrangement of (dimethylsilyl)methyl trifluoromethanesulfonate (2), which can be prepared by reaction of (CH3)2Si(H)CH2OH (1) with (CF3SO2)2O. Starting with C6H5(CH3)Si(H)CH2OH (5), the derivative (methylphenylsilyl)‐methyl trifluoromethanesulfonate (6) can be obtained by a similar method. Its thermally induced rearrangement leads to dimethylphenylsilyl trifluoromethanesulfonate (7). The rearrangements 2→3 and 6→7 were found to be first‐order reactions with half‐lifes at 80°C of 0.75 and 1.7 h, respectively.
OpenAlex reports 10 citations for this work. Citation counts describe recorded attention and do not establish research quality.
A contribution statement is not available in the OpenAlex record.
Method details are not available in the OpenAlex metadata.
Findings are not separately available in the OpenAlex metadata.
Limitations are not available in the OpenAlex metadata.
Application details are not available in the OpenAlex metadata.
A New in situ Preparation of Trimethylsilyl Trifluoromethanesulfonate by Thermally Induced Rearrangement A new in situ preparation of trimethylsilyl trifluoromethanesulfonate (3) is described: 3 is generated by a thermally induced rearrangement of (dimethylsilyl)methyl trifluoromethanesulfonate (2), which can be prepared by reaction of (CH3)2Si(H)CH2OH (1) with (CF3SO2)2O. Starting with C6H5(CH3)Si(H)CH2OH (5), the derivative (methylphenylsilyl)‐methyl trifluoromethanesulfonate (6) can be obtained by a similar method. Its thermally induced rearrangement leads to dimethylphenylsilyl trifluoromethanesulfonate (7). The rearrangements 2→3 and 6→7 were found to be first‐order reactions with half‐lifes at 80°C of 0.75 and 1.7 h, respectively.
Key concepts: Trifluoromethanesulfonate, Trimethylsilyl trifluoromethanesulfonate, Chemistry, Trimethylsilyl, In situ, Derivative (finance), Medicinal chemistry, Polymer chemistry