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Controlling Photochemical Reactions: The Effect of Bronsted Acids on [2+2] Cycloadditions
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Controlling Photochemical Reactions: The Effect of Bronsted Acids on [2+2] Cycloadditions
상세정보
- 자료유형
- 학위논문 서양
- 최종처리일시
- 20260202104709
- ISBN
- 9798286417315
- DDC
- 547
- 서명/저자
- Controlling Photochemical Reactions: The Effect of Bronsted Acids on [2+2] Cycloadditions
- 발행사항
- [Sl] : The University of Wisconsin - Madison, 2025
- 발행사항
- Ann Arbor : ProQuest Dissertations & Theses, 2025
- 형태사항
- 514 p
- 주기사항
- Source: Dissertations Abstracts International, Volume: 86-12, Section: B.
- 주기사항
- Advisor: Yoon, Tehshik P.
- 학위논문주기
- Thesis (Ph.D.)--The University of Wisconsin - Madison, 2025.
- 초록/해제
- 요약Organic photochemistry has emerged as a powerful tool for the synthesis of bioactive compounds and natural products. However, these reactions often proceed through stepwise mechanisms that produce multiple enantio- diastereo-, and regioisomeric products. The inability to control the stereochemistry of these reactions has severely limited their practical use in complex molecule synthesis. The work in this dissertation details the development of several platforms for precise stereocontrol over intermolecular photochemical reactions, largely focused on the hypothesis that Bronsted acid catalysis can be used to control challenging but valuable [2+2] photocycloadditions. Specifically, using highly acidic chiral or mineral acids to protonate C-acylimidazoles provides not only a red-shift in absorption to allow for direct irradiation in the visible light regime, but also allows for precise stereocontrol in the synthesis of complex scaffolds. This logic has been expanded beyond Bronsted acids: hydrogen bond donor catalysis has been utilized for a highly selective dearomative cycloaddition, and a highly regioselective photoredox method for allylic amination is also disclosed.
- 일반주제명
- Organic chemistry
- 일반주제명
- Physical chemistry
- 일반주제명
- Biochemistry
- 일반주제명
- Molecular chemistry
- 키워드
- Bronsted acids
- 기타저자
- The University of Wisconsin - Madison Chemistry
- 기본자료저록
- Dissertations Abstracts International. 86-12B.
- 전자적 위치 및 접속
- 로그인 후 원문을 볼 수 있습니다.
MARC
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■020 ▼a9798286417315
■035 ▼a(MiAaPQ)AAI32118060
■040 ▼aMiAaPQ▼cMiAaPQ
■0820 ▼a547
■1001 ▼aPlachinski, Ellie F.
■24510▼aControlling Photochemical Reactions: The Effect of Bronsted Acids on [2+2] Cycloadditions
■260 ▼a[Sl]▼bThe University of Wisconsin - Madison▼c2025
■260 1▼aAnn Arbor▼bProQuest Dissertations & Theses▼c2025
■300 ▼a514 p
■500 ▼aSource: Dissertations Abstracts International, Volume: 86-12, Section: B.
■500 ▼aAdvisor: Yoon, Tehshik P.
■5021 ▼aThesis (Ph.D.)--The University of Wisconsin - Madison, 2025.
■520 ▼aOrganic photochemistry has emerged as a powerful tool for the synthesis of bioactive compounds and natural products. However, these reactions often proceed through stepwise mechanisms that produce multiple enantio- diastereo-, and regioisomeric products. The inability to control the stereochemistry of these reactions has severely limited their practical use in complex molecule synthesis. The work in this dissertation details the development of several platforms for precise stereocontrol over intermolecular photochemical reactions, largely focused on the hypothesis that Bronsted acid catalysis can be used to control challenging but valuable [2+2] photocycloadditions. Specifically, using highly acidic chiral or mineral acids to protonate C-acylimidazoles provides not only a red-shift in absorption to allow for direct irradiation in the visible light regime, but also allows for precise stereocontrol in the synthesis of complex scaffolds. This logic has been expanded beyond Bronsted acids: hydrogen bond donor catalysis has been utilized for a highly selective dearomative cycloaddition, and a highly regioselective photoredox method for allylic amination is also disclosed.
■590 ▼aSchool code: 0262.
■650 4▼aOrganic chemistry
■650 4▼aPhysical chemistry
■650 4▼aBiochemistry
■650 4▼aMolecular chemistry
■653 ▼aBronsted acids
■653 ▼aBioactive compounds
■653 ▼aRegioisomeric products
■653 ▼aPhotocycloadditions
■653 ▼aPhotoredox method
■690 ▼a0490
■690 ▼a0431
■690 ▼a0487
■690 ▼a0494
■71020▼aThe University of Wisconsin - Madison▼bChemistry.
■7730 ▼tDissertations Abstracts International▼g86-12B.
■790 ▼a0262
■791 ▼aPh.D.
■792 ▼a2025
■793 ▼aEnglish
■85640▼uhttp://www.riss.kr/pdu/ddodLink.do?id=T17358489▼nKERIS▼z이 자료의 원문은 한국교육학술정보원에서 제공합니다.
