Abstract
Friedel–Crafts alkylation of trimethylphenylsilane with methyl chloro(methylthio)acetate in the presence of tin(IV) chloride gave a mixture of three regioisomers of methyl 2-(trimethylsilylphenyl)-2-(methylthio)acetates in which the meta- and para- isomers predominated. No ipso-substitution product was obtained. Based on the isomer distribution, the relative reactivity of the phenylsilane to benzene and the effects of the substituents on the orientation, it was suggested that in the Friedel–Crafts alkylation the trimethylsilyl group is a very slightly activating substituent on the benzene ring but has essentially no directing effect.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
