Functionalization of spᶟ-Hybridized Carbon Centers through Carbon-Carbon σ Bond Cleavage Methods
MetadataShow full item record
Methods for the modification and functionalization of spᶟ-hybridized carbon centers via cleavage of unstrained carbon-carbon σ bonds are proposed. The bond breaking/forming reactions are promoted by Lewis acids and transition metals, in which Meldrum's acid and 5-methyl Meldrum's acid act as leaving groups. Under mild reaction conditions and relatively short reaction times, modification of quaternary and tertiary benzylic spᶟ-hybridized carbon centers are achieved. Both methodologies show broad scope in terms of substrates and proceed in good to excellent yields. In addition, insights into the hydrogenolysis and substitution mechanisms have been obtained and are discussed.
Cite this version of the work
Ganna Bondarenko (2013). Functionalization of spᶟ-Hybridized Carbon Centers through Carbon-Carbon σ Bond Cleavage Methods. UWSpace. http://hdl.handle.net/10012/7339
Showing items related by title, author, creator and subject.
Forging links between innovation and sustainability:An empirical examination of the effects on a firm’s financial performance Gabriel, Amir (University of Waterloo, 2016-04-29)Greenhouse gas (GHG) emissions from the North American energy and energy-intensive materials production sectors account for more than 50 percent of total GHG emissions. Based on the argument that CO2 emissions need to be ...
KANG, JIN HEE (University of Waterloo, 2015-08-26)Porous electrode is a key component in electrochemical double layer capacitors (EDLCs), also called supercapacitors, which provides effective charge storage sites and ion transport channels along the electric double-layer ...
Beaton, Eric (University of Waterloo, 2015-05-22)The modification of benzylic quaternary, tertiary, and secondary carbon centers through Pd-catalyzed hydrogenolysis of Csp3-Csp3 σ bonds is presented. When benzyl Meldrum’s acid derivatives bearing quaternary benzylic ...