76358-86-6Relevant academic research and scientific papers
A new reagent system for efficient silylation of alcohols: Silyl chloride-N-methylimidazole-iodine
Bartoszewicz, Agnieszka,Kalek, Marcin,Nilsson, Johan,Hiresova, Renata,Stawinski, Jacek
, p. 37 - 40 (2008/09/21)
It was found that reactions of alcohols with silyl chlorides in the presence of N-methylimidazole were significantly accelerated by the added iodine, and on this basis a general, and high yielding method for efficient silylation of primary, secondary, and
Iodine-promoted silylation of alcohols with silyl chlorides. Synthetic and mechanistic studies
Bartoszewicz, Agnieszka,Kalek, Marcin,Stawinski, Jacek
, p. 8843 - 8850 (2008/12/21)
An efficient silylating system for 1°, 2°, and 3° alcohols, consisting of a silyl chloride/N-methylimidazole/iodine, was developed. Synthetic and mechanistic aspects of this new reagent system, and particularly the role of iodine were investigated in detail using 1H NMR spectroscopy.
Silyl Halides from (Phenylseleno)silanes. Reaction with Oxiranes and Alcohols To Give Hydrolytically Stable Silyl Ethers.
Detty, Michael R.,Seidler, Mark D.
, p. 1283 - 1292 (2007/10/02)
The preparation of (phenylseleno)silanes and their reactions with halogens (Cl2, Br2, I2) to give silyl halides and diphenyl diselenide are described.Highly hindered tert-butyldimethyl and tert-butyl diphenylsilyl halides were easily prepared.The reaction of silyl bromides and iodides with oxiranes followed by diazabicyclononane treatment gave allylic alcohol silyl ethers.Tertiary alcohols reacted rapidly with silyliodides to give hydrolytically stable silyl ethers.Treatment of the silyl ethers with tetra-n-butylammonium fluoride gave the free alcohols withoutrearrangement or isomerization.
