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On the Development and Application of a Catellani Annulation Method for the Preparation of Rigid Polyacene Dimers for the Study of Singlet Fission and Triplet-Triplet Annihilation Upconversion
On the Development and Application of a Catellani Annulation Method for the Preparation of Rigid Polyacene Dimers for the Study of Singlet Fission and Triplet-Triplet Annihilation Upconversion
상세정보
- 자료유형
- 학위논문 서양
- 최종처리일시
- 20250211151310
- ISBN
- 9798382715414
- DDC
- 547
- 저자명
- Miller, Ethan G.
- 서명/저자
- On the Development and Application of a Catellani Annulation Method for the Preparation of Rigid Polyacene Dimers for the Study of Singlet Fission and Triplet-Triplet Annihilation Upconversion
- 발행사항
- [Sl] : University of Colorado at Boulder, 2024
- 발행사항
- Ann Arbor : ProQuest Dissertations & Theses, 2024
- 형태사항
- 257 p
- 주기사항
- Source: Dissertations Abstracts International, Volume: 85-11, Section: B.
- 주기사항
- Advisor: Damrauer, Niels H.;Sammakia, Tarek.
- 학위논문주기
- Thesis (Ph.D.)--University of Colorado at Boulder, 2024.
- 초록/해제
- 요약Systematic study of dynamic photophysical processes such as Singlet Fission (SF) and Triplet-Triplet Annihilation Upconversion (TTAUC) requires an abundance of viable samples. Structures which showcase these abilities are relatively rare and can feature complex syntheses with a variety of transformations involving sensitive intermediates. Pursuit of fixed geometry targets in our lab's previous efforts involved sequences of reactions in excess of ten steps, and with small overall yields. This thesis details early, cycloaddition-centered efforts, and goes on to describe the development of a new method for rigid polyacene dimer formation with shorter routes and higher yields, employing Catellani-like palladium catalysis for annulations between strained bicyclic fragments and halogenated polyacene feedstock. Through a systematic investigation of key reaction parameters, the working temperature of this modified CANAL protocol was reduced from over one-hundred degrees Celsius to seventy or, in some cases, sixty degrees. Modification of the solvent environment together with this reduction in temperature permits the use of linear polyacene starting materials containing up to at least five rings, and these new conditions were employed to obtain a small library of new anthracene, tetracene, and pentacene dimers suitable for study of SF and TTAUC.
- 일반주제명
- Organic chemistry
- 일반주제명
- Materials science
- 일반주제명
- Chemistry
- 일반주제명
- Analytical chemistry
- 키워드
- Catellani
- 키워드
- Polyacene
- 키워드
- Singlet Fission
- 기타저자
- University of Colorado at Boulder Chemistry
- 기본자료저록
- Dissertations Abstracts International. 85-11B.
- 전자적 위치 및 접속
- 로그인 후 원문을 볼 수 있습니다.
MARC
008250123s2024 us c eng d■001000017161105
■00520250211151310
■006m o d
■007cr#unu||||||||
■020 ▼a9798382715414
■035 ▼a(MiAaPQ)AAI31236969
■040 ▼aMiAaPQ▼cMiAaPQ
■0820 ▼a547
■1001 ▼aMiller, Ethan G.
■24510▼aOn the Development and Application of a Catellani Annulation Method for the Preparation of Rigid Polyacene Dimers for the Study of Singlet Fission and Triplet-Triplet Annihilation Upconversion
■260 ▼a[Sl]▼bUniversity of Colorado at Boulder▼c2024
■260 1▼aAnn Arbor▼bProQuest Dissertations & Theses▼c2024
■300 ▼a257 p
■500 ▼aSource: Dissertations Abstracts International, Volume: 85-11, Section: B.
■500 ▼aAdvisor: Damrauer, Niels H.;Sammakia, Tarek.
■5021 ▼aThesis (Ph.D.)--University of Colorado at Boulder, 2024.
■520 ▼aSystematic study of dynamic photophysical processes such as Singlet Fission (SF) and Triplet-Triplet Annihilation Upconversion (TTAUC) requires an abundance of viable samples. Structures which showcase these abilities are relatively rare and can feature complex syntheses with a variety of transformations involving sensitive intermediates. Pursuit of fixed geometry targets in our lab's previous efforts involved sequences of reactions in excess of ten steps, and with small overall yields. This thesis details early, cycloaddition-centered efforts, and goes on to describe the development of a new method for rigid polyacene dimer formation with shorter routes and higher yields, employing Catellani-like palladium catalysis for annulations between strained bicyclic fragments and halogenated polyacene feedstock. Through a systematic investigation of key reaction parameters, the working temperature of this modified CANAL protocol was reduced from over one-hundred degrees Celsius to seventy or, in some cases, sixty degrees. Modification of the solvent environment together with this reduction in temperature permits the use of linear polyacene starting materials containing up to at least five rings, and these new conditions were employed to obtain a small library of new anthracene, tetracene, and pentacene dimers suitable for study of SF and TTAUC.
■590 ▼aSchool code: 0051.
■650 4▼aOrganic chemistry
■650 4▼aMaterials science
■650 4▼aChemistry
■650 4▼aAnalytical chemistry
■653 ▼aCatellani
■653 ▼aPolyacene
■653 ▼aSinglet Fission
■653 ▼aTriplet annihilation
■690 ▼a0490
■690 ▼a0794
■690 ▼a0486
■690 ▼a0485
■71020▼aUniversity of Colorado at Boulder▼bChemistry.
■7730 ▼tDissertations Abstracts International▼g85-11B.
■790 ▼a0051
■791 ▼aPh.D.
■792 ▼a2024
■793 ▼aEnglish
■85640▼uhttp://www.riss.kr/pdu/ddodLink.do?id=T17161105▼nKERIS▼z이 자료의 원문은 한국교육학술정보원에서 제공합니다.
