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Syntheses and reactivities of stable halosilylenoids, (Tsi)X2SiLi (Tsi=C(SiMe3)3, X=Br, Cl)

Myong Euy Lee1, Hyeon Mo Cho, Young Mook Lim

  • 1Department of Chemistry, Graduate School, Yonsei University, Seoul 120-749, South Korea. melee@dragon.yonsei.ac.kr

Chemistry (Weinheim an Der Bergstrasse, Germany)
|January 22, 2004
PubMed

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Alkyl Halides

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Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
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Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
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