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A Look into the Reactivity and Functionality of Pyrroles and Dipyrrins

dc.contributor.authorKim, Min Joon
dc.contributor.copyright-releaseNoen_US
dc.contributor.degreeMaster of Scienceen_US
dc.contributor.departmentDepartment of Chemistryen_US
dc.contributor.ethics-approvalNot Applicableen_US
dc.contributor.external-examinern/aen_US
dc.contributor.graduate-coordinatorDr. Peng Zhangen_US
dc.contributor.manuscriptsNoen_US
dc.contributor.thesis-readerDr. Norman Scheppen_US
dc.contributor.thesis-readerDr. Alex Speeden_US
dc.contributor.thesis-supervisorDr. Alison Thompsonen_US
dc.date.accessioned2020-09-11T16:27:11Z
dc.date.available2020-09-11T16:27:11Z
dc.date.defence2019-08-13
dc.date.issued2020-09-11T16:27:11Z
dc.description.abstractThe 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.identifier.urihttp://hdl.handle.net/10222/79851
dc.language.isoenen_US
dc.subjectSynthetic Chemistryen_US
dc.subjectPyrrolesen_US
dc.subjectDipyrrinsen_US
dc.titleA Look into the Reactivity and Functionality of Pyrroles and Dipyrrinsen_US
dc.typeThesisen_US

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