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Development of Greener Oxidation Met...

Collom, Samuel L.

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Development of Greener Oxidation Methods for Chemical Transformations and Energy Storage.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Development of Greener Oxidation Methods for Chemical Transformations and Energy Storage./
Author:	Collom, Samuel L.
Published:	Ann Arbor : ProQuest Dissertations & Theses, : 2016,
Description:	129 p.
Notes:	Source: Dissertation Abstracts International, Volume: 77-12(E), Section: B.
Contained By:	Dissertation Abstracts International77-12B(E).
Subject:	Chemistry. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=10152967
ISBN:	9781369080971

Development of Greener Oxidation Methods for Chemical Transformations and Energy Storage.
Collom, Samuel L.

Development of Greener Oxidation Methods for Chemical Transformations and Energy Storage. - Ann Arbor : ProQuest Dissertations & Theses, 2016 - 129 p.

Source: Dissertation Abstracts International, Volume: 77-12(E), Section: B.

Thesis (Ph.D.)--Yale University, 2016.

This dissertation consists of three parts all related to oxidation research. The first is a novel methodology for a mechanochemical oxidation of methoxylated aromatics, providing an example of very different selectivity as compared to solution-based chemistry. OxoneRTM was shown to react with 1,2,3-trimethoxybenzene to yield predominantly 2,6- dimethoxybenzoquinone in the solid state or 2,3,4-trimethoxyphenol in solution. The mechanochemical method described is simple, reproducible, and gave higher yields at higher conversion of substrate compared to solution conditions. Also discussed is the thermal synthesis of a heterogeneous Co-phosphine-based water oxidation electrocatalyst that is robust at high overpotentials. The organic portion of the catalyst appears to play a crucial role in catalytic activity. The catalyst has long term stability (over 40 hrs of use in borate/60 days in NaOH) and was further characterized after electrochemical use. The catalyst has high faradaic efficiency in borate and in filtered sea water, suggesting that it is selective for water oxidation even in the presence of chloride ions. Further, it was evaluated for chemical C-H oxidation. Of 10 oxidants tested, only OxoneRTM and its oxidatively active component KHSO5 proved competent. A wide variety of substrates were effectively oxidized with KHSO5, including heterocycles, alkyl arenes, alcohols, alkenes and alkanes. The catalyst is highly selective for C-H bonds over water oxidation when the reaction is conducted in aqueous media. The catalyst can be recycled with minimal loss of activity while under N2. Preliminary mechanistic data are also discussed.

ISBN: 9781369080971Subjects--Topical Terms:

516420
Chemistry.

Development of Greener Oxidation Methods for Chemical Transformations and Energy Storage.
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245 1 0 $a Development of Greener Oxidation Methods for Chemical Transformations and Energy Storage.
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500 $a Source: Dissertation Abstracts International, Volume: 77-12(E), Section: B.
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520 $a This dissertation consists of three parts all related to oxidation research. The first is a novel methodology for a mechanochemical oxidation of methoxylated aromatics, providing an example of very different selectivity as compared to solution-based chemistry. OxoneRTM was shown to react with 1,2,3-trimethoxybenzene to yield predominantly 2,6- dimethoxybenzoquinone in the solid state or 2,3,4-trimethoxyphenol in solution. The mechanochemical method described is simple, reproducible, and gave higher yields at higher conversion of substrate compared to solution conditions. Also discussed is the thermal synthesis of a heterogeneous Co-phosphine-based water oxidation electrocatalyst that is robust at high overpotentials. The organic portion of the catalyst appears to play a crucial role in catalytic activity. The catalyst has long term stability (over 40 hrs of use in borate/60 days in NaOH) and was further characterized after electrochemical use. The catalyst has high faradaic efficiency in borate and in filtered sea water, suggesting that it is selective for water oxidation even in the presence of chloride ions. Further, it was evaluated for chemical C-H oxidation. Of 10 oxidants tested, only OxoneRTM and its oxidatively active component KHSO5 proved competent. A wide variety of substrates were effectively oxidized with KHSO5, including heterocycles, alkyl arenes, alcohols, alkenes and alkanes. The catalyst is highly selective for C-H bonds over water oxidation when the reaction is conducted in aqueous media. The catalyst can be recycled with minimal loss of activity while under N2. Preliminary mechanistic data are also discussed.
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