Borylations and Silylations of Alkenyl and Alkynyl Carbonyl Compounds Employing a Mild and Environmentally Friendly Cu(II) Catalyst
dc.contributor.author | Calderone, Joseph Anthony III | en |
dc.contributor.committeechair | Santos, Webster L. | en |
dc.contributor.committeemember | Tanko, James M. | en |
dc.contributor.committeemember | Gandour, Richard D. | en |
dc.contributor.department | Chemistry | en |
dc.date.accessioned | 2014-04-26T08:00:09Z | en |
dc.date.available | 2014-04-26T08:00:09Z | en |
dc.date.issued | 2014-04-25 | en |
dc.description.abstract | An environmentally friendly, operationally simple copper-amine catalyst system is disclosed. Using this catalyst system, electron deficient alkenes and alkynes with diverse functional groups are borylated and silylated in high yields and with short reaction times. In the case of electron deficient alkynes the identity of the electron withdrawing group controlled diastereoselectivity. Esters and amides exclusively form E-product, while aldehydes and ketones favor Z-product. Mechanistic insights into the catalytic cycle as well as origin of diastereoselectivity are discussed. | en |
dc.description.degree | Master of Science | en |
dc.format.medium | ETD | en |
dc.identifier.other | vt_gsexam:2706 | en |
dc.identifier.uri | http://hdl.handle.net/10919/47723 | en |
dc.publisher | Virginia Tech | en |
dc.rights | In Copyright | en |
dc.rights.uri | http://rightsstatements.org/vocab/InC/1.0/ | en |
dc.subject | Copper Catalysis | en |
dc.subject | Silylation | en |
dc.subject | Borylation | en |
dc.subject | Green Chemistry | en |
dc.subject | Synthetic Methodology | en |
dc.title | Borylations and Silylations of Alkenyl and Alkynyl Carbonyl Compounds Employing a Mild and Environmentally Friendly Cu(II) Catalyst | en |
dc.type | Thesis | en |
thesis.degree.discipline | Chemistry | en |
thesis.degree.grantor | Virginia Polytechnic Institute and State University | en |
thesis.degree.level | masters | en |
thesis.degree.name | Master of Science | en |