자료유형 | 학위논문 |
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서명/저자사항 | Effort Towards an Intermolecular Reductive-Heck Reaction with Homogeneous and Heterogeneous Palladium Catalysis. |
개인저자 | Rosas Vargas, Daisy. |
단체저자명 | Indiana University. Chemistry. |
발행사항 | [S.l.]: Indiana University., 2019. |
발행사항 | Ann Arbor: ProQuest Dissertations & Theses, 2019. |
형태사항 | 130 p. |
기본자료 저록 | Dissertations Abstracts International 81-05B. Dissertation Abstract International |
ISBN | 9781687908131 |
학위논문주기 | Thesis (Ph.D.)--Indiana University, 2019. |
일반주기 |
Source: Dissertations Abstracts International, Volume: 81-05, Section: B.
Advisor: Cook, Silas. |
이용제한사항 | This item must not be sold to any third party vendors. |
요약 | Synthetic organic chemists have developed powerful methods to create carbon-carbon bonds, such as metal-catalyzed cross coupling reactions. Pd-catalyzed cross coupling reactions are essential in a synthetic chemist's toolbox to create Csp2 centers. However, Csp3 couplings remain limited due to undesired 棺-H elimination or sluggish transmetallation with organometallic reagents. This work utilizes a variant of the Heck reaction, the reductive-Heck reaction, to create the Csp3 centers. We investigated and gained insight into the important variables that affect relative rates of organometallic processes of the intermolecular reductive-Heck catalytic cycle using design of experiments and traditional once-variable-at-time optimization methods. After encountering chemoselective issues in organic solvents, we utilized water as a solvent to increase the effective concentration of the reaction and address the fast rate of early transmetallation. In the last portion of this work, a chemoselective reductive-Heck reaction catalyzed by Pd nanoparticles was discovered. This work highlights the underexplored intermolecular reductive-Heck reaction with homogeneous and heterogeneous Pd catalysis and challenges to outcompete 棺-H elimination to create new reaction pathways. |
일반주제명 | Organic chemistry. Nanotechnology. Molecular chemistry. |
언어 | 영어 |
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