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Strategies for the Development of Triplet Sensitized Cycloadditions with Transition Metal Photosensitizers

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서명/저자사항Strategies for the Development of Triplet Sensitized Cycloadditions with Transition Metal Photosensitizers.
개인저자Scholz, Spencer Owen.
단체저자명The University of Wisconsin - Madison. Chemistry.
발행사항[S.l.]: The University of Wisconsin - Madison., 2017.
발행사항Ann Arbor: ProQuest Dissertations & Theses, 2017.
형태사항277 p.
기본자료 저록Dissertations Abstracts International 81-04B.
Dissertation Abstract International
ISBN9781687972835
학위논문주기Thesis (Ph.D.)--The University of Wisconsin - Madison, 2017.
일반주기 Source: Dissertations Abstracts International, Volume: 81-04, Section: B.
Advisor: Yoon, Tehshik P.
이용제한사항This item must not be sold to any third party vendors.
요약Photochemical activation of organic molecules is of wide interest to synthetic chemists, as electronically excited organic species often have unique and orthogonal modes of reactivity when compared to their ground state analogs. However, most organic molecules are invisible to all but high-energy UV light, dramatically limiting the scope of viable substrates. Recent work in the Yoon lab has focused on overcoming this limitation by exploiting visible light-absorbing transition metal photosensitizers-species that are capable of activating organic molecules via triplet energy transfer. This mode of activation takes advantage of the long-lived triplet state of these photosensitizers by coupling their relaxation with the excitation of an organic substrate to its triplet state. The work presented herein will describe how this strategy was employed in the generation of triplet nitrenes from azides for the development of a chemoselective olefin aziridination methodology. Further application of this strategy has led to the development of a triplet sensitized [2+2] cycloaddition of vinyl boronates, leading to densely functionalized cyclobutane building blocks. Additional studies have shown that this vinyl boronate handle can be further utilized for enantioselective construction cyclobutane core.
일반주제명Organic chemistry.
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