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1,3-Bis(triisopropylsilyl)propyne
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1,3-Bis(triisopropylsilyl)propyne ??
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- 130-135 °C(Press: 0.08 Torr)
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- 0.816±0.06 g/cm3(Predicted)
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- both the reagent and its lithio derivative are soluble in ether or THF.
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1,3-Bis(triisopropylsilyl)propyne C??? ??, ??, ??
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bp 130–135°C/0.08 mmHg; d 0.846 g cm?3.??
1,3-Bis(triisopropylsilyl)propyne is a precursor of a stereoselective bulky C3 nucleophile, functionalized Peterson reagent.The main use of the title reagent is as a precursor of the lithium derivative. 1,3-Bis(triisopropylsilyl)propyne is cleanly lithiated by treatment with equiv of n-butyllithium in THF at ?20°C (15 min) to what is probably an equilibrium mixture of propargylic and allenic species (1) and (2) (eq 1).The bulky triisopropylsilyl (TIPS) group serves as a controlling group in the addition of (1/2) to electrophiles.
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1,3-Bis(triisopropylsilyl)propyne(1,3-bis(TIPS)propyne) is a precursor of a stereoselective bulky C3 nucleophile, functionalized Peterson reagent.?? ??
1,3-bis(TIPS)propyne is prepared in quantitative yield by silylation of 3-lithio-1-triisopropylsilyl-1- propyne with triisopropylsilyl trifluoromethanesulfonate.??
1,3-Bis(triisopropylsilyl)propyne is no special precautions required; the reagent is not changed when stored for several months at ambient temperature. The Li derivative is handled under inert gas using simple syringe equipment.1,3-Bis(triisopropylsilyl)propyne ?? ?? ? ???
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1,3-Bis(triisopropylsilyl)propyne ?? ??
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