dc.contributor.author | Kim, Min Joon | |
dc.date.accessioned | 2020-09-11T16:27:11Z | |
dc.date.available | 2020-09-11T16:27:11Z | |
dc.date.issued | 2020-09-11T16:27:11Z | |
dc.identifier.uri | http://hdl.handle.net/10222/79851 | |
dc.description.abstract | The dipyrrin unit formally consists of a pyrrolic unit and an aza-fulvenium unit. Within this thesis, two projects involving pyrroles and dipyrrins will be discussed.
2-Formyl pyrroles play a critical role in pyrrole chemistry because they act as a precursor to multi-pyrrolic compounds including dipyrrins. Herein a new synthetic route to 2-formyl pyrroles from 2-thionoester pyrroles is explored. 2-Thionoester pyrroles, when treated with Raney nickel in acetone, are reduced to their corresponding 2-formyl pyrroles. Along with the optimization process of this desulfurative reduction, mechanistic studies are discussed.
By arylating the α-, β-, and meso-positions of dipyrrins, we wish to establish a synthetic pathway for each position of arylation. Through pre-functionalization of pyrroles and Suzuki coupling, α-Ph and β-Ph dipyrrins were synthesized. Miyaura borylation of dipyrrins were attempted to explore a new synthetic route to introduce an aryl moiety onto the dipyrrin core. | en_US |
dc.language.iso | en | en_US |
dc.subject | Synthetic Chemistry | en_US |
dc.subject | Pyrroles | en_US |
dc.subject | Dipyrrins | en_US |
dc.title | A Look into the Reactivity and Functionality of Pyrroles and Dipyrrins | en_US |
dc.type | Thesis | en_US |
dc.date.defence | 2019-08-13 | |
dc.contributor.department | Department of Chemistry | en_US |
dc.contributor.degree | Master of Science | en_US |
dc.contributor.external-examiner | n/a | en_US |
dc.contributor.graduate-coordinator | Dr. Peng Zhang | en_US |
dc.contributor.thesis-reader | Dr. Norman Schepp | en_US |
dc.contributor.thesis-reader | Dr. Alex Speed | en_US |
dc.contributor.thesis-supervisor | Dr. Alison Thompson | en_US |
dc.contributor.ethics-approval | Not Applicable | en_US |
dc.contributor.manuscripts | No | en_US |
dc.contributor.copyright-release | No | en_US |