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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.
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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.
자료유형  
 학위논문
Control Number  
0017161105
International Standard Book Number  
9798382715414
Dewey Decimal Classification Number  
547
Main Entry-Personal Name  
Miller, Ethan G.
Publication, Distribution, etc. (Imprint  
[S.l.] : University of Colorado at Boulder., 2024
Publication, Distribution, etc. (Imprint  
Ann Arbor : ProQuest Dissertations & Theses, 2024
Physical Description  
257 p.
General Note  
Source: Dissertations Abstracts International, Volume: 85-11, Section: B.
General Note  
Advisor: Damrauer, Niels H.;Sammakia, Tarek.
Dissertation Note  
Thesis (Ph.D.)--University of Colorado at Boulder, 2024.
Summary, Etc.  
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.
Subject Added Entry-Topical Term  
Organic chemistry.
Subject Added Entry-Topical Term  
Materials science.
Subject Added Entry-Topical Term  
Chemistry.
Subject Added Entry-Topical Term  
Analytical chemistry.
Index Term-Uncontrolled  
Catellani
Index Term-Uncontrolled  
Polyacene
Index Term-Uncontrolled  
Singlet Fission
Index Term-Uncontrolled  
Triplet annihilation
Added Entry-Corporate Name  
University of Colorado at Boulder Chemistry
Host Item Entry  
Dissertations Abstracts International. 85-11B.
Electronic Location and Access  
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Control Number  
joongbu:656546
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