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Hydrazine- and Diazene-Catalyzed Olefin Metathesis Reactions
Hydrazine- and Diazene-Catalyzed Olefin Metathesis Reactions
상세정보
- 자료유형
- 학위논문 서양
- 최종처리일시
- 20260202103200
- ISBN
- 9798283137766
- DDC
- 547
- 서명/저자
- Hydrazine- and Diazene-Catalyzed Olefin Metathesis Reactions
- 발행사항
- [Sl] : Cornell University, 2025
- 발행사항
- Ann Arbor : ProQuest Dissertations & Theses, 2025
- 형태사항
- 220 p
- 주기사항
- Source: Dissertations Abstracts International, Volume: 86-12, Section: B.
- 주기사항
- Advisor: Lambert, Tristan.
- 학위논문주기
- Thesis (Ph.D.)--Cornell University, 2025.
- 초록/해제
- 요약The development of olefin metathesis has revolutionized the fields of organic and polymer chemistry. However, its dependence on rare and expensive transition metal catalysts raises concerns regarding long-term sustainability and limits its use in applications that necessitate being free from metal contaminants. This dissertation describes the development of metal-free olefin metathesis reactions enabled by hydrazine and diazene catalysis.Chapter 1 provides a historical and mechanistic overview of olefin and carbonyl-olefin metathesis. The origins of catalytic olefin metathesis are traced from its first observations at DuPont in the 1950s, to the widespread adoption of highly reactive metal-carbene catalysts in modern organic chemistry. The focus then shifts to carbonyl-olefin metathesis, charting its evolution from photochemically mediated reactions to modern catalytic platforms, with special attention given to hydrazine-catalyzed methods.Chapter 2 details a highly efficient, metal-free ring-opening metathesis polymerization of cyclobutenes using a hydrazine catalyst. This polymerization proceeds with living characteristics, giving precise control over molecular weight and low dispersities. Additionally, a variety of functional groups are tolerated, highlighting the method's synthetic versatility.Chapter 3 describes the development of an oxidative alkyl-halide olefin metathesis reaction. Utilizing benzo[c]cinnolines as catalysts, a variety of coumarin and quinolone derivatives are synthesized. The ability to apply this method to other electrophiles is also demonstrated in the first example of oxidative alcohol-olefin metathesis. This method serves as a blueprint for the development of future metal-free metathesis reactions.
- 일반주제명
- Organic chemistry
- 일반주제명
- Polymer chemistry
- 일반주제명
- Chemistry
- 키워드
- Hydrazines
- 키워드
- Metathesis
- 키워드
- Organocatalysis
- 기타저자
- Cornell University Chemistry and Chemical Biology
- 기본자료저록
- Dissertations Abstracts International. 86-12B.
- 전자적 위치 및 접속
- 로그인 후 원문을 볼 수 있습니다.
MARC
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■006m o d
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■020 ▼a9798283137766
■035 ▼a(MiAaPQ)AAI31998901
■040 ▼aMiAaPQ▼cMiAaPQ
■0820 ▼a547
■1001 ▼aKellner-Rogers, Julian.▼0(orcid)0000-0003-3099-9372
■24510▼aHydrazine- and Diazene-Catalyzed Olefin Metathesis Reactions
■260 ▼a[Sl]▼bCornell University▼c2025
■260 1▼aAnn Arbor▼bProQuest Dissertations & Theses▼c2025
■300 ▼a220 p
■500 ▼aSource: Dissertations Abstracts International, Volume: 86-12, Section: B.
■500 ▼aAdvisor: Lambert, Tristan.
■5021 ▼aThesis (Ph.D.)--Cornell University, 2025.
■520 ▼aThe development of olefin metathesis has revolutionized the fields of organic and polymer chemistry. However, its dependence on rare and expensive transition metal catalysts raises concerns regarding long-term sustainability and limits its use in applications that necessitate being free from metal contaminants. This dissertation describes the development of metal-free olefin metathesis reactions enabled by hydrazine and diazene catalysis.Chapter 1 provides a historical and mechanistic overview of olefin and carbonyl-olefin metathesis. The origins of catalytic olefin metathesis are traced from its first observations at DuPont in the 1950s, to the widespread adoption of highly reactive metal-carbene catalysts in modern organic chemistry. The focus then shifts to carbonyl-olefin metathesis, charting its evolution from photochemically mediated reactions to modern catalytic platforms, with special attention given to hydrazine-catalyzed methods.Chapter 2 details a highly efficient, metal-free ring-opening metathesis polymerization of cyclobutenes using a hydrazine catalyst. This polymerization proceeds with living characteristics, giving precise control over molecular weight and low dispersities. Additionally, a variety of functional groups are tolerated, highlighting the method's synthetic versatility.Chapter 3 describes the development of an oxidative alkyl-halide olefin metathesis reaction. Utilizing benzo[c]cinnolines as catalysts, a variety of coumarin and quinolone derivatives are synthesized. The ability to apply this method to other electrophiles is also demonstrated in the first example of oxidative alcohol-olefin metathesis. This method serves as a blueprint for the development of future metal-free metathesis reactions.
■590 ▼aSchool code: 0058.
■650 4▼aOrganic chemistry
■650 4▼aPolymer chemistry
■650 4▼aChemistry
■653 ▼aDiazene catalysis
■653 ▼aHydrazines
■653 ▼aMetathesis
■653 ▼aOrganocatalysis
■653 ▼aRing-opening metathesis polymerization
■690 ▼a0490
■690 ▼a0495
■690 ▼a0485
■71020▼aCornell University▼bChemistry and Chemical Biology.
■7730 ▼tDissertations Abstracts International▼g86-12B.
■790 ▼a0058
■791 ▼aPh.D.
■792 ▼a2025
■793 ▼aEnglish
■85640▼uhttp://www.riss.kr/pdu/ddodLink.do?id=T17357277▼nKERIS▼z이 자료의 원문은 한국교육학술정보원에서 제공합니다.
