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Showing 1 to 20 of 144 for “"electrophiles."”.
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Copper(I) Hydride-Catalyzed Transformations of π-Electrophiles
… for copper-catalyzed transformations of π-electrophiles. The first part of this dissertation focuses on the development of broadly applicable protocols for the syntheses of enantioenriched homoallylic alcohols (Chapter 2) and homopropargylic amines (Chapter 3). The second part of this …
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TRANSITION METAL CATALYZED CROSS-COUPLINGS OF ALKYL SULFONE ELECTROPHILES
… as chemical chameleons. While their use as Csp2 electrophiles in cross-coupling dates to the early 1970’s, their potential as competent Csp3 electrophiles has not been recognized until recently. Our group has made significant contributions to the development of new cross-coupling methodologies …
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Biological Consequences Of Complex Dna Lesions Induced By Bis-Electrophiles
Genomic DNA is constantly modified by bis–electrophiles which induce a wide array of DNA adducts. DNA adducts can threaten cell viability and genomic integrity by interfering with DNA replication and transcription. Unless repaired, they can be misread by DNA polymerases, leading to heritable …
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Deoxyribozymes for peptide substrates: exploring the landscape of nucleophiles and electrophiles
While DNA is most familiar in its double-stranded form as a storehouse of genetic information, its chemical similarities to naturally occurring ribozymes suggest that it can act as a catalyst. Single-stranded DNA molecules that have the ability to catalyze various bioorganic reactions are called …
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Intramolecular Heck couplings of unactivated alkyl electrophiles : synthetic and mechanistic studies
A method for the palladium-catalyzed intramolecular Heck coupling of unactivated alkyl bromides and chlorides is described. The optimal catalyst system was composed of Pd2(MeO-dba)3 as the metal source and N-heterocyclic carbene SIMes as the ligand, and the influence of both parameters is …
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The selective palladium-catalysed decarboxylative coupling of nucleophiles in the presence of propargylic electrophiles
… nucleophiles in the presence of propargylic electrophiles. The first part of this thesis focuses on the palladium-catalysed cross-coupling reaction involving two 1,3-dicarbonyl compounds in a regio- and chemoselective manner via an allylic linker. The reaction is applied to a wide range of …
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Cross Coupling of Alkenyl Gold Complexes with Alkyl Electrophiles and Nickel Catalyzed Hydroarylation of Alkenes
Transition metal catalysis is a powerful strategy for the construction of organic molecules. The development of novel methods in this field can help improve the speed and efficiency with which we synthesize complex organic molecules and broaden the scope of accessible products. Here we describe the …
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Construction and Application of Reference Scales for the Characterization of Cationic Electrophiles and Neutral Nucleophiles
A basis-set of reference electrophiles (benzhydrylium ions) and reference nucleophiles (pi-systems) has been constructed on the basis of the equation log k = s(E+N), which covers reactivity ranges of several orders of magnitude. The reference compounds of this basis-set proved to be very useful for …
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Nickel-catalyzed asymmetric cross-couplings of secondary alkyl electrophiles and photoinduced, copper-catalyzed C-N couplings
… Negishi cross-couplings of secondary alkyl electrophiles via a stereoconvergent process. In Section 1.1, asymmetric Negishi arylations and alkenylations of [alpha]-bromonitriles with arylzinc and alkenylzinc reagents are achieved using a nickel/bis(oxazoline) catalyst. Section 1.2 describes …
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THE SYNTHESIS OF TRANS-DIMETHYLCOBALT(III) COMPLEXES OF TETRADENTATE MACROCYCLIC LIGANDS AND THEIR REACTIONS WITH METALLIC ELECTROPHILES
… of the two dimethyl complexes with the metallic electrophiles, Zn('2+), Cd('2+), Pb('2+), Cr('3+), and Cu('2+) in acetonitrile were studied. The organometallic products of these reactions are dependent upon the mole ratio of M('2+)/dimethyl complex used. Reactions with the metal ion in excess …
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Induced pi-facial discrimination in the alkylation of chiral derivatives of glycine.
… 2-arylcyclohexyl hippurates with a series of electrophiles was examined. The reaction stereoselectivity varied from 46 to 81% depending on the steric and electronic nature of the electrophile when (Ar = phenyl). Higher stereoselectivity was observed when reacting electrophiles of increasing …
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Cross-coupling reactions of unactivated alkyl halides
… cross-coupling reactions using unactivated alkyl electrophiles (e.g., halides and sulfonates). Although aryl and alkenyl electrophiles have been commonly used in such processes, the utility of alkyl substrates has been underdeveloped, and merits further exploration. We have developed the first …
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Trichloroacetimidates As Outstanding Electrophiles for the Carbon-nitrogen, Carbon-oxygen and Carbon-carbon Bonds Formation and Synthetic Studies of Protein Phosphatase-5 (pp5) Small Molecule Inhibitors
<p>Trichloroacetimidates have been previously used for glycosidic bond formation in carbohydrate chemistry and in Friedel-Craft reactions. Traditionally, trichloroacetimidates had be synthesized using an alcohol and strongly basic conditions, but in recent years milder preparation methods have been …
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Asymmetric Lewis base catalysis: I. Lewis base catalyzed halogenation and development of an enantioselective bromocycloetherification reaction; II. enantioselective addition of silyl ketene imines to carbonyl electrophiles
Item withdrawn by Mark Zulauf (zulauf@illinois.edu) on 2012-06-15T13:39:00Z Item was in collections: University of Illinois Theses & Dissertations (ID: 1) No. of bitstreams: 2 Thesis-6-12.docx: 11084823 bytes, checksum: 0609048b408ae3adf1f485e3a9dde5d3 (MD5) Burk_Matthew.pdf: 14255171 bytes, …
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New Methods for Palladium-catalyzed Decarboxylative Benzylation, Arylation and Dearomatization Reactions
… due to the inherently low reactivity of benzyl electrophiles, catalytic decarboxylative benzylation reactions are comparatively less developed. Presented herein are the developments of new methods for the catalytic decarboxylative benzylic cross-coupling reactions with weakly-stabilized …
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Beta'-Lithiation of Alpha, Beta-Unsaturated Amides
… 0(DEGREES)C. Further reaction with a variety of electrophiles leads in good yield to the (beta)'-substituted products. Similarly, lithiation of N,N-diisopropyl-1-cyclohexenecarboxamide by sec-butyllithium/TMEDA at -78(DEGREES)C followed by treatment with electrophiles affords the …
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Nickel-catalyzed cross-couplings of unactivated secondary and tertiary alkyl halides and photoinduced copper-mediated asymmetric C-N cross-couplings
… methodologies that employ alkyl halides as electrophiles. In Section 1.1, asymmetric [gamma]-alkylation relative to a carbonyl group is achieved via the stereoconvergent cross-coupling of racemic secondary [gamma]-chloroamides with primary alkylboranes. Section 1.2 describes the first Suzuki …
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Evaluating bacterial cell immobilization matrices for use in a biosensor
… easily upset. Upsets can be caused by various electrophiles found in the environment, and can cause serious health effects to people or the environment downstream from an upset. Electrophiles can cause the activated sludge in wastewater treatment facilities to deflocculate, and untreated water …
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Compounds of Pentacoordinate (10-Boron-5) and Hexacoordinate (12-Boron-6) Hypervalent Boron
… in the presence of electrophiles that are compatible with the base, e.g., trimethylsilyl chloride and hexafluoroacetone.
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Deoxyribose oxidation chemistry and endogenous DNA adducts
… cellular macromolecules to generate a variety of electrophiles that react with DNA produce cytotoxic and mutagenic adducts. One source of such electrophiles is deoxyribose in DNA itself. Oxidation of each position in deoxyribose generates a unique spectrum of products, many of which are highly …
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