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Investigating Push Pull Systems and Benzothiadiazole Cores.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Investigating Push Pull Systems and Benzothiadiazole Cores.
Author:	Norris, Sean Roger.
Published:	Ann Arbor : ProQuest Dissertations & Theses, 2022
Description:	71 p.
Notes:	Source: Dissertations Abstracts International, Volume: 84-03, Section: B.
Notes:	Advisor: VanVeller, Brett.
Contained By:	Dissertations Abstracts International84-03B.
Subject:	Organic chemistry.
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=29258815
ISBN:	9798351418803

Investigating Push Pull Systems and Benzothiadiazole Cores.
Norris, Sean Roger.

Investigating Push Pull Systems and Benzothiadiazole Cores. - Ann Arbor : ProQuest Dissertations & Theses, 2022 - 71 p.

Source: Dissertations Abstracts International, Volume: 84-03, Section: B.

Thesis (Ph.D.)--Iowa State University, 2022.

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

This dissertation is a showcase of some of the works done while in the doctoral program at Iowa State University under Dr. Brett VanVeller. It includes an introductory chapter discussing the general reactivity in photochemistry as well as methods used to control the reactivity. Chapter two is a modified article published in 2019 by Organic Letters. It discusses the creation of multiple benzofurazan and benzofuran molecules in order to probe the role of nitrogen in the solvatochromic behavior of the fluorescence. The synthesis of the benzofuran included an interesting self condensation when not run in ideal conditions. Upon synthesis of the derivatives it was found that the nitrogen atoms did not play a significant role in solvatochromic behavior but in fact it did affect the overall quantum yield of fluorescence. Chapter 3 is a modified article published in 2020 by Organic Letters in which a novel photocleavable protecting group was established and shown to be effective in MeOH releasing both acid and alcohol functionalities. Using calculations it was found that an isomeric change in the photocleavable protecting group could increase its efficiency. Upon synthesis it was determined to have similar photochemical properties while also giving some support to the calculation methods used. Chapter 4 is a work in progress that is using photocleavable protecting groups that are being shown to be solvent selective for release. The quantum yields of release vary drastically between polar and nonpolar solvents. This is also compounded with oxygen sensitive photorelease. This led to the generation of a proposed mechanism of release that included a required oxidation. It was supported by the generation of formaldehyde and lack of photoreactivity without oxygen present. Chapter 5 is a general conclusion to the dissertation as well as a plan for future projects that will be continued into the future.While this dissertation covers a good portion of my work done at Iowa State University it should be known there has been a great deal of work on other projects as well. Including a publication in The Journal of the American Chemical Society that looked into how molecular conformation can affect charge tunneling on self assembled monolayers while collaborating with Dr. Martin Thuo. Work has also been done on a variety of projects still underway that investigate other uses of the photocleavable protecting groups for their use in surface chemistry. I have also participated in projects that include the use of nuclear magnetic resonance spectroscopy for isomer identification and a different attempt at a photocleavable protecting group that while photoactive ends in a nonproductive reaction that does not release the cargo. There are also investigations in progress on the use of a photocleavable protecting group that will release selectively in a protein pocket.

ISBN: 9798351418803Subjects--Topical Terms:

708640
Organic chemistry.
Subjects--Index Terms:

Benzothiadiazole

Investigating Push Pull Systems and Benzothiadiazole Cores.
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300 $a 71 p.
500 $a Source: Dissertations Abstracts International, Volume: 84-03, Section: B.
500 $a Advisor: VanVeller, Brett.
502 $a Thesis (Ph.D.)--Iowa State University, 2022.
506 $a This item must not be sold to any third party vendors.
520 $a This dissertation is a showcase of some of the works done while in the doctoral program at Iowa State University under Dr. Brett VanVeller. It includes an introductory chapter discussing the general reactivity in photochemistry as well as methods used to control the reactivity. Chapter two is a modified article published in 2019 by Organic Letters. It discusses the creation of multiple benzofurazan and benzofuran molecules in order to probe the role of nitrogen in the solvatochromic behavior of the fluorescence. The synthesis of the benzofuran included an interesting self condensation when not run in ideal conditions. Upon synthesis of the derivatives it was found that the nitrogen atoms did not play a significant role in solvatochromic behavior but in fact it did affect the overall quantum yield of fluorescence. Chapter 3 is a modified article published in 2020 by Organic Letters in which a novel photocleavable protecting group was established and shown to be effective in MeOH releasing both acid and alcohol functionalities. Using calculations it was found that an isomeric change in the photocleavable protecting group could increase its efficiency. Upon synthesis it was determined to have similar photochemical properties while also giving some support to the calculation methods used. Chapter 4 is a work in progress that is using photocleavable protecting groups that are being shown to be solvent selective for release. The quantum yields of release vary drastically between polar and nonpolar solvents. This is also compounded with oxygen sensitive photorelease. This led to the generation of a proposed mechanism of release that included a required oxidation. It was supported by the generation of formaldehyde and lack of photoreactivity without oxygen present. Chapter 5 is a general conclusion to the dissertation as well as a plan for future projects that will be continued into the future.While this dissertation covers a good portion of my work done at Iowa State University it should be known there has been a great deal of work on other projects as well. Including a publication in The Journal of the American Chemical Society that looked into how molecular conformation can affect charge tunneling on self assembled monolayers while collaborating with Dr. Martin Thuo. Work has also been done on a variety of projects still underway that investigate other uses of the photocleavable protecting groups for their use in surface chemistry. I have also participated in projects that include the use of nuclear magnetic resonance spectroscopy for isomer identification and a different attempt at a photocleavable protecting group that while photoactive ends in a nonproductive reaction that does not release the cargo. There are also investigations in progress on the use of a photocleavable protecting group that will release selectively in a protein pocket.
590 $a School code: 0097.
650 4 $a Organic chemistry. $3 708640
653 $a Benzothiadiazole
653 $a Fluorescence
653 $a Oxygen dependent reactivity
653 $a Photochemistry
653 $a Photocleavable protecting group
653 $a Solvatochromic
690 $a 0490
710 2 $a Iowa State University. $b Chemistry. $3 826876
773 0 $t Dissertations Abstracts International $g 84-03B.
790 $a 0097
791 $a Ph.D.
792 $a 2022
793 $a English
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