Part I Functionalizations of silicon-based compounds Part II Displacement of halogen atom in aqueous media
Date of Issue2014
School of Physical and Mathematical Sciences
This thesis comprised four chapters in two parts: 1) functionalization of silicon-based compounds; 2) displacement of halogen atoms from simple alkyl halides in aquous media. I Overview of functionalizations of silicon-based compounds Chapter 1 reviewed the recent development of functionlization of silicon-based compounds, according to the types of various organosilanes. II Palladium-catalyzed ipso-desilylative coupling of aryl(trimethyl)silanes with alkenes Chapter 2 focused on the recent literature regarding functionalization of aryl(trimethyl)silanes. The results on Pd-catalyzed ipso-desilylative coupling of aryl(trimethyl)silanes with electron-deficient alkenes were demonstrated and discussed. III ipso-Desilylative Acylation of Aryl(trimethyl)silanes with Acid Chlorides Chpater 3 showed the results for ipso-acylation of aryl(trimethyl)silanes with acid chlorides. The TMS group facilitated the transformation in two roles: a) increase the reactivity of electron-deficient arenes towards electrophiles; b) site selective acylation through stablization of the cation intermediate via silicon β-effect. IV Displacement of halogen atoms from simple alkyl halides in aqueous media Chapter 4 discussed a protocol of metal-free and metal-mediated displacement of halogen atoms in aqueous media. Converions of alkyl chlorides were focused and studied.