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Water as the Medium: Trace Metal Catalysis and Biocatalysis Enabled by Aqueous Micelles.

紀錄類型:	書目-電子資源 : Monograph/item
正題名/作者:	Water as the Medium: Trace Metal Catalysis and Biocatalysis Enabled by Aqueous Micelles./
作者:	Akporji, Nnamdi.
出版者:	Ann Arbor : ProQuest Dissertations & Theses, : 2021,
面頁冊數:	542 p.
附註:	Source: Dissertations Abstracts International, Volume: 82-11, Section: B.
Contained By:	Dissertations Abstracts International82-11B.
標題:	Organic chemistry. -
電子資源:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=28320482
ISBN:	9798728242352

Water as the Medium: Trace Metal Catalysis and Biocatalysis Enabled by Aqueous Micelles.
Akporji, Nnamdi.

Water as the Medium: Trace Metal Catalysis and Biocatalysis Enabled by Aqueous Micelles. - Ann Arbor : ProQuest Dissertations & Theses, 2021 - 542 p.

Source: Dissertations Abstracts International, Volume: 82-11, Section: B.

Thesis (Ph.D.)--University of California, Santa Barbara, 2021.

This item is not available from ProQuest Dissertations & Theses.

I.A new biaryl phosphine-containing ligand from an active palladium catalyst for ppm level Suzuki-Miyaura couplings, enabled by aqueous micellar reaction medium is presented. A wide array of functionalized substrates including aryl/heteroaryl bromides are amenable, as are, notably, chlorides. The catalytic system is both general and highly effective at low palladium loadings (1000-2500 ppm or 0.10-0.25 mol%). Density functional theory calculations suggest that greater steric congestion in N2Phos induces increased steric crowding around the Pd center, helping destabilize the 2:1 ligand-Pd0 complex for N2Phos then previously described ligands, and thereby favoring the formation of the 1:1 ligand-Pd0 complex that is more reactive in the oxidative addition of aryl chlorides.II.Previous studies have shown that aqueous solutions of designer surfactants enable a wide verity of valuable transformations in synthetic organic chemistry. Since reactions take place within the inner hydrophobic cores of the aggregate nanoreactors, and products made therein are in dynamic exchange between micelles through in water, opportunities exist to use enzymes to participate in multi-step chemo- and bio-catalytic processes. Herein, studies conducted utilizing the oxidoreductase class of enzymes are presented. Most noteworthy is the finding that aqueous micelles present in the water appear to function not only as a medium for both chemo- and bio-catalysis, but as a reservoir for substrates, products and catalysts, decreasing noncompetitive enzyme inhibition.III.Two new methods for selective deprotection of diphenylmethylsilyl (DPMS) ethers are described. Unmasking can be achieved with either catalytic amounts of perfluoro-1-butanesulfonyl fluoride (a SuFEx reagent) under mild, aqueous conditions, or using stoichiometric amounts of 18-crown-6 ether in aqueous ethanol.

ISBN: 9798728242352Subjects--Topical Terms:

523952
Organic chemistry.
Subjects--Index Terms:

Catalysis

Water as the Medium: Trace Metal Catalysis and Biocatalysis Enabled by Aqueous Micelles.
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500 $a Source: Dissertations Abstracts International, Volume: 82-11, Section: B.
500 $a Advisor: Lipshutz, Bruce H.
502 $a Thesis (Ph.D.)--University of California, Santa Barbara, 2021.
506 $a This item is not available from ProQuest Dissertations & Theses.
506 $a This item must not be sold to any third party vendors.
520 $a I.A new biaryl phosphine-containing ligand from an active palladium catalyst for ppm level Suzuki-Miyaura couplings, enabled by aqueous micellar reaction medium is presented. A wide array of functionalized substrates including aryl/heteroaryl bromides are amenable, as are, notably, chlorides. The catalytic system is both general and highly effective at low palladium loadings (1000-2500 ppm or 0.10-0.25 mol%). Density functional theory calculations suggest that greater steric congestion in N2Phos induces increased steric crowding around the Pd center, helping destabilize the 2:1 ligand-Pd0 complex for N2Phos then previously described ligands, and thereby favoring the formation of the 1:1 ligand-Pd0 complex that is more reactive in the oxidative addition of aryl chlorides.II.Previous studies have shown that aqueous solutions of designer surfactants enable a wide verity of valuable transformations in synthetic organic chemistry. Since reactions take place within the inner hydrophobic cores of the aggregate nanoreactors, and products made therein are in dynamic exchange between micelles through in water, opportunities exist to use enzymes to participate in multi-step chemo- and bio-catalytic processes. Herein, studies conducted utilizing the oxidoreductase class of enzymes are presented. Most noteworthy is the finding that aqueous micelles present in the water appear to function not only as a medium for both chemo- and bio-catalysis, but as a reservoir for substrates, products and catalysts, decreasing noncompetitive enzyme inhibition.III.Two new methods for selective deprotection of diphenylmethylsilyl (DPMS) ethers are described. Unmasking can be achieved with either catalytic amounts of perfluoro-1-butanesulfonyl fluoride (a SuFEx reagent) under mild, aqueous conditions, or using stoichiometric amounts of 18-crown-6 ether in aqueous ethanol.
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653 $a Catalysis
653 $a Enzymes
653 $a Green
653 $a Micelles
653 $a Palladium
653 $a Sustainable
690 $a 0490
710 2 $a University of California, Santa Barbara. $b Chemistry. $3 1029809
773 0 $t Dissertations Abstracts International $g 82-11B.
790 $a 0035
791 $a Ph.D.
792 $a 2021
793 $a English
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