자료유형  

 학위논문

Control Number  

0015492517

International Standard Book Number  

9781088330715

Dewey Decimal Classification Number  

540

Main Entry-Personal Name  

AbuSalim, Deyaa Isaac.

Publication, Distribution, etc. (Imprint  

[Sl] : Indiana University, 2019

Publication, Distribution, etc. (Imprint  

Ann Arbor : ProQuest Dissertations & Theses, 2019

Physical Description  

417 p

General Note  

Source: Dissertations Abstracts International, Volume: 81-04, Section: B.

General Note  

Advisor: Cook, Silas P.

Dissertation Note  

Thesis (Ph.D.)--Indiana University, 2019.

Restrictions on Access Note  

This item must not be sold to any third party vendors.

Restrictions on Access Note  

This item must not be added to any third party search indexes.

Summary, Etc.  

요약Radical transition metal mediated reactions offer important and complementary reactivity to two electron methodologies. The design of these reactions relies on important advances in bench chemistry and detailed mechanistic understanding of their operative mechanisms, usually aided by thorough theoretical studies. We demonstrated the development of a series of palladium-catalyzed alkyne insertion reactions of alkyl iodides to produce tetrasubstituted olefins. These reactions include: (i) an insertion/cyanation to produce 慣,棺 unsaturated nitriles, (ii) an insertion/carbonylative esterification to produce 慣棺 unsaturated methyl esters, and (iii) an alkyne insertion/borylation to produce vinyl boronic esters. The reactions proceed in good yields and present a mild route to access the corresponding manifolds. Additionally, we employed DFT in a series of detailed studies to elucidate the mechanism of several transition metal mediated transformations to understand their pathways and shine light on the origin of their regio- and stereo- selectivity. These studies focused on identifying and comparing inner sphere and outer sphere mechanisms in: (i) Pd-catalyzed alkyne insertion reactions, (ii) Pd-catalyzed regio-divergent arylations of triazolopyridine systems, (iii) Fe-catalyzed fluorine transfer reactions of fluoroamides, and (iv) Cu-mediated C-H trifluoromethylation and alkyne bis-trifluoromethylation reactions with Grushin's bpyCu(CF3)3 reagent.

Subject Added Entry-Topical Term  

Organic chemistry

Subject Added Entry-Topical Term  

Physical chemistry

Subject Added Entry-Topical Term  

Mechanics

Subject Added Entry-Topical Term  

Chemical reactions

Added Entry-Corporate Name  

Indiana University Chemistry

Host Item Entry  

Dissertations Abstracts International. 81-04B.

Host Item Entry  

Dissertation Abstract International

Electronic Location and Access  

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Control Number  

joongbu:565203