{"id":{"repo_id":"uoit","oai_identifier":"oai:ontariotechu.scholaris.ca:10155/528"},"canonical_url":"https://search.dev.ndltd.org/etd/uoit/oai:ontariotechu.scholaris.ca:10155/528","repository":{"repo_id":"uoit","name":"Ontario Institute of Technology","base_url":"https://ontariotechu.scholaris.ca/server/oai/request"},"display":{"title":"Brønsted acid-catalyzed reaction of alkynyltrifluoroborates with acetals and ketals","abstract":"The synthesis of small molecules is crucial in the pharmaceutical industry for producing drugs or biologically active compounds. Specifically, the formation of new carbon-carbon bonds is of great importance in synthetic organic chemistry. Brønsted acid catalysis is a powerful synthetic tool to make many different compounds, however, the current carbon-based nucleophiles are the major limitation of acid-catalyzed reactions. In effort to expand repertoire of Brønsted acid compatible nucleophiles, we present a novel carbon-carbon bond forming methodology between acetals, ketals, and potassium phenylacetylene trifluoroborate salts. Excellent functional group tolerance is observed with this protocol including, halogen, nitrile, nitro, acid and carbonyl functionalities.","abstract_html":"The synthesis of small molecules is crucial in the pharmaceutical industry for producing drugs or biologically active compounds. Specifically, the formation of new carbon-carbon bonds is of great importance in synthetic organic chemistry. Brønsted acid catalysis is a powerful synthetic tool to make many different compounds, however, the current carbon-based nucleophiles are the major limitation of acid-catalyzed reactions. In effort to expand repertoire of Brønsted acid compatible nucleophiles, we present a novel carbon-carbon bond forming methodology between acetals, ketals, and potassium phenylacetylene trifluoroborate salts. Excellent functional group tolerance is observed with this protocol including, halogen, nitrile, nitro, acid and carbonyl functionalities.","abstract_has_math":false,"creators":["Baxter, Matthew"],"institution":"University of Ontario Institute of Technology","degree_name":"Master of Science (MSc)","degree_level":null,"degree_discipline":"Applied Bioscience","degree_department":null,"school":null,"contributors":[],"advisors":["Bolshan, Yuri"],"committee_chairs":[],"committee_members":[],"year":2015,"date_issued":"2015-04-01","date_published":"2015-04-01","updated_at":"2026-07-24T05:35:18Z","subjects":["Brønsted","Alkynyltrifluoroborates","Acetals","Ketals","Acid"],"languages":["en"],"rights":[],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"https://hdl.handle.net/10155/528","outbound_label":"Handle","outbound_source":"dc:identifier.uri"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.advisor","label":"Advisor","values":["Bolshan, Yuri"]},{"key":"dc:creator","label":"Author","values":["Baxter, Matthew"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.accessioned","label":"Dc Date Accessioned","values":["2015-05-27T15:15:21Z","2022-03-29T17:06:02Z"]},{"key":"dc:date.available","label":"Dc Date Available","values":["2015-05-27T15:15:21Z","2022-03-29T17:06:02Z"]},{"key":"dc:date.issued","label":"Date","values":["2015-04-01"]},{"key":"dc:type","label":"Dc Type","values":["Thesis"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Applied Bioscience"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Master of Science (MSc)"]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["University of Ontario Institute of Technology"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Brønsted","Alkynyltrifluoroborates","Acetals","Ketals","Acid"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language.iso","label":"Language (ISO)","values":["en"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier.uri","label":"Identifier URI","values":["https://hdl.handle.net/10155/528"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["The synthesis of small molecules is crucial in the pharmaceutical industry for producing drugs or biologically active compounds. Specifically, the formation of new carbon-carbon bonds is of great importance in synthetic organic chemistry. Brønsted acid catalysis is a powerful synthetic tool to make many different compounds, however, the current carbon-based nucleophiles are the major limitation of acid-catalyzed reactions. In effort to expand repertoire of Brønsted acid compatible nucleophiles, we present a novel carbon-carbon bond forming methodology between acetals, ketals, and potassium phenylacetylene trifluoroborate salts. Excellent functional group tolerance is observed with this protocol including, halogen, nitrile, nitro, acid and carbonyl functionalities."]},{"key":"dc:title","label":"Title","values":["Brønsted acid-catalyzed reaction of alkynyltrifluoroborates with acetals and ketals"]}]}],"canonical_facts":{"dc:contributor.advisor":["Bolshan, Yuri"],"dc:creator":["Baxter, Matthew"],"dc:date.accessioned":["2015-05-27T15:15:21Z","2022-03-29T17:06:02Z"],"dc:date.available":["2015-05-27T15:15:21Z","2022-03-29T17:06:02Z"],"dc:date.issued":["2015-04-01"],"dc:description.abstract":["The synthesis of small molecules is crucial in the pharmaceutical industry for producing drugs or biologically active compounds. Specifically, the formation of new carbon-carbon bonds is of great importance in synthetic organic chemistry. Brønsted acid catalysis is a powerful synthetic tool to make many different compounds, however, the current carbon-based nucleophiles are the major limitation of acid-catalyzed reactions. In effort to expand repertoire of Brønsted acid compatible nucleophiles, we present a novel carbon-carbon bond forming methodology between acetals, ketals, and potassium phenylacetylene trifluoroborate salts. Excellent functional group tolerance is observed with this protocol including, halogen, nitrile, nitro, acid and carbonyl functionalities."],"dc:identifier.uri":["https://hdl.handle.net/10155/528"],"dc:language.iso":["en"],"dc:subject":["Brønsted","Alkynyltrifluoroborates","Acetals","Ketals","Acid"],"dc:title":["Brønsted acid-catalyzed reaction of alkynyltrifluoroborates with acetals and ketals"],"dc:type":["Thesis"],"thesis:degree_discipline":["Applied Bioscience"],"thesis:degree_name":["Master of Science (MSc)"],"thesis:institution_name":["University of Ontario Institute of Technology"]},"updated_at":"2026-07-24T05:35:18Z"}