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019 a| 1371248774;

035 a| (Sirsi) o1344380197;

035 a| (OCoLC)1344380197z| (OCoLC)1371248774;

049 a| EREE;

090 a| QD152.3;

100 1 a| Barham, Alex Meacham,e| author.?| UNAUTHORIZED;

245 10 a| Investigation of platinum-catalyzed acylation of 2-aryloxypyridines via c-h activation and functionalization /c| by Alexander Meacham Barham.;

264 1 a| [Greenville, N.C.] :b| [East Carolina University],c| 2022.;

300 a| 1 online resource (79 pages) :b| illustrations (some color);

336 a| textb| txt2| rdacontent;

337 a| computerb| c2| rdamedia;

338 a| online resourceb| cr2| rdacarrier;

347 a| text file;

347 b| PDF;

347 c| 5.907 MB;

538 a| System requirements: Adobe Reader.;

538 a| Mode of access: World Wide Web.;

502 b| M.S.c| East Carolina Universityd| 2022;

500 a| Presented to the Faculty of the Department of Chemistry;

500 a| Advisor: Shouquan Huo;

500 a| Title from PDF t.p. (viewed February 5, 2024).;

520 3 a| Transition metal catalyzed C-H activation and functionalization reactions allow synthetic chemists to break the normally unreactive carbon-hydrogen bond and create a new and useful carbon-oxygen, carbon-nitrogen, carbon-halogen, or carbon-carbon bond. C-H activation and functionalization reactions were originally used for the transformation of methane gas to methanol. However, C-H activation and functionalization has shifted from the conversion of hydrocarbons to a more practical use such as the synthesis of complex organic molecules. The Huo group recently discovered a novel platinum-catalyzed selective C-H acylation method that introduces an a-keto ester, in the ortho-position of 2-aryloxypyridines. The reaction is oxidant and additive-free, while also withstanding decarbonylative side reactions. To gain further insight into this novel reaction, possible reaction steps involved in the catalytic cycle were investigated (Figure 1). The key steps investigated include ligand exchange of the ligand, L¹, with the pre-catalyst cis- and trans-Pt(PhCN)₂Cl₂, the rate of intramolecular C-H activation (cyclometallation), and the acylation of the trans-cyclometallated complex. It was found that all cis- complexes, including the pre-catalysts, exhibited higher catalytic activity in the C-H acylation reaction of 2-(2-methylphenoxy)pyridine. The results of these reactions and their significance will be discussed. To deepen our understanding of the applicability of this novel Pt-catalyzed reaction, the Huo group decided to investigate the tolerance of this reaction with the use of other acylating reagents such as 2-(diethylamino)-2-oxoacetyl chloride to introduce an a-keto amide functional group.;

504 a| Includes bibliographical references.;

650 0 a| Chemistry, Inorganic.=| ^A458366;

650 0 a| Activation (Chemistry)=| ^A825614;

650 0 a| Acylation.=| ^A1345027;

653 a| Catalysis;

655 7 a| dissertations.2| aat0| (CStmoGRI)aatgf300028029;

655 7 a| Academic theses.2| fast0| (OCoLC)fst01726453;

655 7 a| Academic theses.2| lcgft;

655 7 a| Thèses et écrits académiques.2| rvmgf0| (CaQQLa)RVMGF-000001173;

700 1 a| Huo, Shouquan,e| degree supervisor.?| UNAUTHORIZED;

710 2 a| East Carolina University.b| Department of Chemistry.?| UNAUTHORIZED;

856 40 z| Access via ScholarShipu| http://hdl.handle.net/10342/12172;

949 o| wjh;

994 a| C0b| ERE;

596 a| 1 4;

998 a| 5909015;

999 a| CLICK ON WEB ADDRESSw| ASISc| 1i| 5909015-1001l| JNETm| JOYNERr| Ys| Yt| JNE3ETDu| 9/14/2022x| ETDz| JERESOURCE;

999 a| CLICK ON WEB ADDRESSw| ASISc| 1i| 5909015-2001l| HSLELECm| HSLr| Ys| Yt| HEETDu| 9/14/2022x| ETDz| HERESOURCE;

Investigation of platinum-catalyzed acylation of 2-aryloxypyridines via c-h activation and functionalization / by Alexander Meacham Barham.

Author/creator	Barham, Alex Meacham author.
Other author	Huo, Shouquan, degree supervisor.
Other author	East Carolina University. Department of Chemistry.
Format	Theses and dissertations
Publication	[Greenville, N.C.] : [East Carolina University], 2022.
Description	1 online resource (79 pages) : illustrations (some color)
Supplemental Content	Access via ScholarShip
Subjects	Chemistry, Inorganic. Activation (Chemistry) Acylation.

Summary	Transition metal catalyzed C-H activation and functionalization reactions allow synthetic chemists to break the normally unreactive carbon-hydrogen bond and create a new and useful carbon-oxygen, carbon-nitrogen, carbon-halogen, or carbon-carbon bond. C-H activation and functionalization reactions were originally used for the transformation of methane gas to methanol. However, C-H activation and functionalization has shifted from the conversion of hydrocarbons to a more practical use such as the synthesis of complex organic molecules. The Huo group recently discovered a novel platinum-catalyzed selective C-H acylation method that introduces an a-keto ester, in the ortho-position of 2-aryloxypyridines. The reaction is oxidant and additive-free, while also withstanding decarbonylative side reactions. To gain further insight into this novel reaction, possible reaction steps involved in the catalytic cycle were investigated (Figure 1). The key steps investigated include ligand exchange of the ligand, L¹, with the pre-catalyst cis- and trans-Pt(PhCN)₂Cl₂, the rate of intramolecular C-H activation (cyclometallation), and the acylation of the trans-cyclometallated complex. It was found that all cis- complexes, including the pre-catalysts, exhibited higher catalytic activity in the C-H acylation reaction of 2-(2-methylphenoxy)pyridine. The results of these reactions and their significance will be discussed. To deepen our understanding of the applicability of this novel Pt-catalyzed reaction, the Huo group decided to investigate the tolerance of this reaction with the use of other acylating reagents such as 2-(diethylamino)-2-oxoacetyl chloride to introduce an a-keto amide functional group.
General note	Presented to the Faculty of the Department of Chemistry
General note	Advisor: Shouquan Huo
General note	Title from PDF t.p. (viewed February 5, 2024).
Dissertation note	M.S. East Carolina University 2022
Bibliography note	Includes bibliographical references.
Technical details	System requirements: Adobe Reader.
Technical details	Mode of access: World Wide Web.
Genre/form	dissertations.
Genre/form	Academic theses.
Genre/form	Academic theses.
Genre/form	Thèses et écrits académiques.

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Investigation of platinum-catalyzed acylation of 2-aryloxypyridines via c-h activation and functionalization / by Alexander Meacham Barham.

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