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Dissertations / Theses on the topic 'Nucleophile Substitutionen'

Author: Grafiati

Published: 4 June 2021

Last updated: 1 February 2022

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1

Joo, Young-Hyuk. "Synthesen und Reaktionen von organischen Polyaziden." Doctoral thesis, Universitätsbibliothek Chemnitz, 2007. http://nbn-resolving.de/urn:nbn:de:swb:ch1-200701179.

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In der vorliegenden Arbeit wird die Darstellung neuer organischer Polyazide dokumentiert, die durch einfache nucleophile Substitution mittels NaN3 dargestellt werden können. Organische Azide mit der Formel RN3 können sich unter Stickstoff-Abspaltung in exothermen, teilweise explosionsartigen Reaktionen zersetzen. Sie sind daher prinzipiell als energiereiche Materialien (HEDM) für entsprechende Anwendungen geeignet. Die als Treibladungsmaterialien potentiell geeignetsten, handhabungssicheren, dendritischen Polyazide werden unter anderem mittels Thermogravimetrie und Differenzkalorimetrie analys

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2

Antonsson, Rositha. "Nucleophilic aromatic substitutions using ethyl 3-mercaptopropionate as nucleophile : Scope and limitations." Thesis, Södertörn University College, School of Life Sciences, 2008. http://urn.kb.se/resolve?urn=urn:nbn:se:sh:diva-1517.

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<p>The scope and limitations of nucleophilic substitutions of aryl halides have been studied using ethyl 3-mercaptopropionate as nucleophile and microwave heating. A diversity of aromatic compounds have been investigated according to different types of leaving groups, regio isomers and substituents. Experimental design has been used as a tool to optimize the reaction. An electron-withdrawing group in ortho or para position of the leaving group proved to be necessary for a positive outcome of the reaction. Fluorine was, without competition, the best leaving group. Some examples of how the synth

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3

PERROTEY, ANNE. "Substitution nucleophile et lithiation d'arenetricarbonylchrome." Paris 6, 1996. http://www.theses.fr/1996PA066325.

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Dans la premiere partie de ce travail, nous avons etudie la regioselectivite de l'addition d'anions stabilises de nitriles ou d'esters sur le complexe de la benzophenone et de ses derives dans le but de synthetiser un precurseur du ketoprofene. Nous avons ensuite envisage une autre voie de synthese du ketoprofene: une substitution nucleophile ipso d'un atome d'halogene. Dans un premier temps, nous avons etudie la regioselectivite de la lithiation du complexe de la benzophenone protegee par un acetal (premiere etape avant l'halogenation). Dans la deuxieme partie, nous avons tente de lithier dia

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4

KHOURZOM, RAMI. "Les complexes arenetricarbonylchrome : substitution nucleophile aromatique." Paris 6, 1990. http://www.theses.fr/1990PA066564.

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Les travaux realises au cours de cette these permettent d'illustrer les proprietes originales des complexes arenetricarbonylchrome. Les anions en alpha d'un groupement sulfonyle agissent sur des halogeno-benchrotrenes selon des substitutions nucleophiles aromatiques ipso, cine, tele-meta et tele-para. L'addition de l'anion secondaire sur les isomeres du fluoro- et chlorotoluenetricarbonylchrome est a la fois regio- et diastereoselective. La fluoration des chloro-benchrotrenes fournit les complexes resultant d'une coupure de la liaison carbone-chlore. Nous avons egalement mis au point l'additio

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5

SEMRA, ASSIA. "Substitutions nucleophiles en serie arenetricarbonylchrome." Paris 6, 1987. http://www.theses.fr/1987PA066622.

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6

Kennedy, R. J. "Copper-promoted nucleophilic aromatic substitution." Thesis, University of Kent, 1985. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.355148.

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7

Shen, Bin. "Studies on the nucleophilic aromatic 18 F-Fluorination from model compounds to aromatic amino acids /." [S.l. : s.n.], 2008.

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8

Fraser, Georgina. "Ionic liquid effects on nucleophilic substitutions." Thesis, Imperial College London, 2013. http://hdl.handle.net/10044/1/17827.

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In this thesis we demonstrate a fundamental difference between nucleophilic substitution reaction mechanisms in ionic liquids versus conventional solvents. Reported herein are the effects of ionic liquid solvents on substitution reactions between a cationic electrophile and the chloride anion of various organic and inorganic salts. We have combined novel quantitative studies of the nucleophilic source [Cat]Cl with our studies of [C4C1im]Cl and compared their reactivities, k2. For the first time, Eyring activation parameters have been calculated for substitution reactions between charged specie

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9

CHAHMA, M'HAMED. "Substitution nucleophile radicalaire electroinduite avec des anions heterocycliques azotes." Paris 7, 1995. http://www.theses.fr/1995PA077108.

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Au cours de ce travail, nous avons montre que l'anion du pyrrole reagit dans les conditions des reactions electroinduites sur des chlorures d'aryles. Il reagit par les carbones en donnant des arylpyroles avec de bons rendements. L'arylation de l'anion du pyrrole a lieu principalement sur la position 2 qui est quatre fois plus reactive que la position 3. La reaction a ete generalisee a d'autres anions heterocycliques azotes tel les anions derives de l'indole et des imidazoles. Ces anions reagissent egalement par les carbones. Les rendements en aryl-(indoles et imidazoles) sont cependant moins b

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10

Curti, Christophe. "Recherche de nouveaux agents pharmacologiques par synthèse et réactivité Srn1[substitution radicalaire nucleophile unimoléculaire] d' alpha-halocétones et par réaction VNS [vicarious nucleophilic substitution of hydrogen] de 5-nitroimidazoles." Aix-Marseille 2, 2006. http://www.theses.fr/2006AIX22960.

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Ce travail est consacré à la recherche de nouveaux agents pharmacologiques par synthèse et réactivité SRN1 d’a-halocétones et par réaction VNS de 5-nitroimidazoles. La première partie décrit la réactivité SRN1 et ses différentes applications. La seconde partie met en évidence les intérêts de l’irradiation micro-ondes en synthèse organique. Nous abordons ensuite dans les troisième, quatrième et cinquième parties les études de synthèse et de réactivité d’a-halocétones en séries benzénique, thiophénique et pyrrolique. Chaque série a fait l’objet d’une étude mécanistique SRN1 avec l’anion du 2-nit

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11

Cheong, C. L. "Substitution of polyhalogenoaromatic compounds by sterically hindered nucleophiles." Thesis, University of Salford, 1986. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.376844.

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12

Martin, Peter Arnold. "Nucleophilic substitution reactions of some polyhalogenated compounds." Thesis, Durham University, 1987. http://etheses.dur.ac.uk/6876/.

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Rate measurements for the reactions of a series of polyfluoro - and polychloro - pyridines with aniline and ammonia in 60/40 dioxan/water at 25ºC has shown that chlorine, when ortho and para to the position of attack, is activating with respect to fluorine, but at the position meta to the point of attack, chlorine and fluorine are virtually equivalent in their effect on reaction rate. The trifluoromethyl and nitrile groups were found to be activating relative to fluorine when ortho and para to the position of substitution and the nitrile group was thus found to be ortho/para directing. The ort

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13

Lau, J. C. Y. "The mechanism of nucleophilic substitution at silicon." Thesis, Open University, 1986. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.374491.

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14

Drees, Paul Frederick. "Secondary Isotope Effects of Nucleophilic Vinylic Substitution." W&M ScholarWorks, 1986. https://scholarworks.wm.edu/etd/1539625350.

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15

Roth, Isabelle. "Nucleophile aromatische Substitution als Werkzeug zur Funktionalisierung von Polyvinylaminen und Hybridmaterialien." Doctoral thesis, Universitätsbibliothek Chemnitz, 2007. http://nbn-resolving.de/urn:nbn:de:bsz:ch1-200701644.

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Die nucleophile aromatische Substitution von ausgewählten aktivierten Fluoraromaten mit Polyvinylaminen wurde in Wasser untersucht, um neue chromophore wasserlösliche Polyelektrolyte zu synthetisieren. Die Löslichkeit der nitrogruppentragenden Fluorverbindungen in Wasser wurde durch Komplexierung mittels 2,6-O-Dimethyl-beta-Cyclodextrin vermittelt. Die chromophoren Einheiten von funktionalisierten Polyvinylaminen weisen interessante optische Eigenschaften sowohl in Abhängigkeit vom pH-Wert als auch von der Natur des Lösungsmittels (Solvatochromie) auf. Ein direkter Zusammenhang zwischen der St

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16

Jones, Craig Warren. "Nucleophilic aromatic substitution using supported copper(I) reagents." Thesis, University of York, 1989. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.236184.

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17

Butler, C. "New routes to polyurathene ionomers by nucleophilic substitution." Thesis, Imperial College London, 1987. http://hdl.handle.net/10044/1/38251.

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18

Belknap, Ethan M. "Computational Model of the Nucleophilic Acyl Substitution Pathway." Wittenberg University Honors Theses / OhioLINK, 2021. http://rave.ohiolink.edu/etdc/view?acc_num=wuhonors1623251026132848.

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19

Iagrossi, Anna. "Stereochemical studies of reactions of phosphate and thiophosphate esters." Thesis, University of Leicester, 1988. http://hdl.handle.net/2381/33748.

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Nucleophilic substitution reactions involving phosphate monoesters have been investigated. Two general syntheses of O-alkyl or O-aryl [16O,18O] thiophosphate monoesters are reported. An independent and general method for the determination of the enantiomeric excess of isotopically chiral thiophosphate monoesters has been developed and the absolute configurations of the diastereoisomers of (2R)-O-(O-ethyl thiophosphoryl)-3, 4S-dimethyl-5S-phenyl-l,3,2-oxazaphos- pholidin-2-one have been assigned. The solvolysis of p-nitrophenyl [R-16O,18O] thiophosphate in ethanol gives rise to ethyl [16O, 18O]

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20

Robotham, Ian A. "Mechanistic studies of aromatic substitutions with aniline and phenoxide nucleophiles." Thesis, Durham University, 1997. http://etheses.dur.ac.uk/5063/.

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Kinetic studies are reported of the reactions of 1,3,5-trinitrobenzene with aniline in dimethyl sulfoxide (DMSO). In the presence of buffers containing 1,4- diazabicyclo(2.2.2)octane, (Dabco), and its acid salt, DabcoH(^+), the anilide σ-adduct is formed. The reaction of ethyl 2,4,6-trinitrophenyI ether with aniline in DMSO containing Dabco occurs in two stages. The first gives σ-adduct intermediate on the substitution pathway, which has been identified spectroscopically. The second yields 2,4,6-trinitrodiphenyIamine, the substitution product. Kinetic studies show that proton transfer is rate-

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21

Litvinov, Alexander E. "Ortho-diphenylphosphanylbenzoyl-directed Palladium catalyzed allylic substitution with soft nucleophiles." [S.l. : s.n.], 2008. http://nbn-resolving.de/urn:nbn:de:bsz:25-opus-61462.

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22

Toffano, Martial. "Substitution nucleophile de type benzylique catalysee par des complexes de palladium(o)." Paris 11, 1996. http://www.theses.fr/1996PA112322.

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Cette these concerne le developpement et l'etude d'une nouvelle reaction de substitution nucleophile de composes benzyliques catalysee par un complexe de palladium. La premiere partie est consacree a la presentation des conditions de la reaction de substitution d'esters benzyliques par un nucleophile carbones ou azotes, catalysee par un complexe de palladium(o). L'influence des differents parametres de la reaction (catalyseur, solvant, temperature, groupe partant, structure du systeme aromatique) y est etudiee. Un mecanisme faisant intervenir un complexe intermediaire de type pi-benzyle est pr

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23

Kahef, Lana el. "Oxydation des mesotetraphenyl porphyrines : beta-substitution par voie electrochimique directe." Université Louis Pasteur (Strasbourg) (1971-2008), 1987. http://www.theses.fr/1987STR13221.

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24

Zhang, Lianhao. "Synthesis of perfluoro[2.2]paracyclophane and its nucleophilic substitutions." [Gainesville, Fla.] : University of Florida, 2009. http://purl.fcla.edu/fcla/etd/UFE0041102.

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25

Davies, Christopher Alan. "A-aryl quaternary centres via asymmetric vicarious nucleophilic substitution." Thesis, Cardiff University, 2005. http://orca.cf.ac.uk/54560/.

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This dissertation first describes a new method for the formation of a-aryl lactams based on the Vicarious Nucleophilic Substitution reaction. The route involves the three-component coupling of a nitroarene, an a-phenylsulfanyl lactam and an electrophile. The process incorporates various electrophiles and various-substituted cyclic amides and has been developed for the most part using nitrobenzene. The process was also applied to a-phenylsulfenyl pyrazolidinones. The process also includes examples of amides possessing a removable nitrogen protecting group to give access to functionalised amides

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26

McCullagh, John Francis. "Chromatographic studies of nucleophilic substitution in cyano cobalt complexes." Thesis, Queen's University Belfast, 1988. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.356946.

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27

Drew, S. M. "Photochemical nucleophilic substitution reactions of quinones and related systems." Thesis, University of Leeds, 1986. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.374182.

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28

Van, der Westhuizen Carl Johan. "Nucleophilic substitution reactions of α-haloketones : a computational study". Diss., University of Pretoria, 2017. http://hdl.handle.net/2263/63346.

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This dissertation describes the computational modelling of reactions between α-haloketones and various nucleophiles. Nucleophilic substitution reactions of α-haloketones (also known as α- halocarbonyls in literature) are utilised in synthetic laboratories to obtain 1,2-disconnections; which are typically difficult to obtain otherwise. To gain insight into these reactions, DFT modelling was carried out in this project, with further understanding into these reactions being obtained using Quantum Fragment Along Reaction Pathway (QFARP) which is an extension of Interacting Quantum Atoms (IQA

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29

Clough, Robert Steven. "The synthesis of aromatic polyethers by aromatic nucleophilic substitution." Case Western Reserve University School of Graduate Studies / OhioLINK, 1993. http://rave.ohiolink.edu/etdc/view?acc_num=case1057072167.

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30

BOUTROS, ANDRE. "Substitutions nucleophiles catalysees par des complexes de palladium eniantioselectivite ; protection fonctionnelle." Paris 11, 1999. http://www.theses.fr/1999PA112264.

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Le travail est divise en deux parties : la premiere partie consiste en l'etude mecanistique de l'enantioselectivite dans les reactions de substitution nucleophile des acetates allyliques et benzyliques catalysees par les complexes de palladium(0). L'isomerisation entre les complexes intermediaires fait intervenir deux types de mecanismes : p-s-p et sn2. Ce travail consiste a etudier la contribution de ces deux processus d'isomerisation a l'enantioselectivite. Plusieurs facteurs qui peuvent influencer ces deux processus ont ete etudies. Trois substrats ont ete choisis, de facon a avoir dans un

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31

Sawadjoon, Supaporn. "Palladium-Catalyzed Nucleophilic Substitution of Alcohols : Mechanistic Studies and Synthetic Applications." Doctoral thesis, Uppsala universitet, Syntetisk organisk kemi, 2013. http://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-209541.

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This thesis deals with the palladium-catalyzed nucleophilic substitution of π-activated alcohols in which the C–O bond of a non-manipulated hydroxyl group is cleaved. The thesis is divided in two chapters describing two different catalytic systems. Chapter 2 describes a heterogeneous palladium-catalyzed transfer hydrogenolysis of primary, secondary, and tertiary benzylic alcohols to generate the corresponding aromatic hydrocarbons using formic acid as the hydrogen donor. A detailed mechanistic investigation of this reaction has been conducted that establish the kinetic order of each reaction c

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32

Mangion, Bernardino. "Extending and diverting the photochemical nucleophile-olefin combination, aromatic substitution (photo-NOCAS) reaction." Thesis, National Library of Canada = Bibliothèque nationale du Canada, 2001. http://www.collectionscanada.ca/obj/s4/f2/dsk3/ftp04/NQ66652.pdf.

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33

HADDAD-FAHED, OMAIMA. "Catalyse micellaire de reactions de substitution nucleophile aromatique comportant des reactifs electriquement charges." Paris 6, 1987. http://www.theses.fr/1987PA066419.

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34

Balan, Gayatri. "Studies on the nucleophilic substitution reactions of a dimeric cyclopentadienone." Diss., Columbia, Mo. : University of Missouri-Columbia, 2007. http://hdl.handle.net/10355/6265.

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Thesis (M.S.)--University of Missouri-Columbia, 2007.<br>The entire dissertation/thesis text is included in the research.pdf file; the official abstract appears in the short.pdf file (which also appears in the research.pdf); a non-technical general description, or public abstract, appears in the public.pdf file. Title from title screen of research.pdf file (viewed on January 11, 2008) Includes bibliographical references.

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35

James, Rachel Anne. "Nucleophilic substitution reactions of (alkoxymethylene) dimethylammonium chloride and cyclopropane methodology." Thesis, Imperial College London, 1999. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.342180.

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36

Mallon, M. K. J. "Synthetic approaches to aatamine and studies in #beta#-nucleophilic substitution." Thesis, University of Manchester, 1986. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.378321.

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37

LEBBAR, NOUR-EDDINE. "Substitutions differenciees dans le cas de reactions de substitutions nucleophiles radicalaires d'ordre electroinduites sur des derives aromatiques dihalogenes." Paris 6, 1992. http://www.theses.fr/1992PA066215.

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La reaction d'un dihalogenure aromatique avec un nucleophile mou dans les conditions des reactions de substitution nucleophile radicalaire d'ordre un conduit dans le cas general a quatre produits: monohalogene reduit et monohalogene-monosubstitue (monosubstitution), monosubstitue reduit et disubstitue (disubstitution). La competition entre la mono ou la disubstitution depend du mode d'induction (electrochimique ou photochimique) et la nature du nucleophile. L'espece clef du processus est l'anion-radical du produit monohalogene-monosubstitue

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38

Chan, Mary S. W. "Factors influencing the regiochemistry of nucleophilic addition to the radical cation of alkenes and dienes studied in the context of the photochemical nucleophile-olefin combination, aromatic substitution (photo-NOCAS) reaction." Thesis, National Library of Canada = Bibliothèque nationale du Canada, 1998. http://www.collectionscanada.ca/obj/s4/f2/dsk2/ftp02/NQ36574.pdf.

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39

Giudicelli, Jean-Charles. "Activation par les metaux de transition de la substitution nucleophile aromatique par l'ion fluorure." Paris 6, 1998. http://www.theses.fr/1998PA066140.

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La decomposition des tetrafluoroborates d'arenediazonium ar-n 2 +, bf 4 provoquee thermiquement (reaction de balz-schiemann) ou photochimiquement constitue la seule methode generale pour la synthese des composes aromatiques fluores ar-f. Nous avons montre que cette reaction est catalysee par certains complexes de cuivre(i) (cu(ch 3cn) 4 + bf 4 , cu(c 6h 5cn) 4 + bf 4 , cuf(pph 3) 3) en solution dans un solvant aromatique perfluore (c 6f 6, c 5f 5n, c 6f 5cf 3). La substitution d'un ligand du cuivre(i) par le cation ar-n 2 + facilite ensuite la rupture de la liaison c-n 2 +. La reaction impliqu

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40

RIVERA, HUIZAR ARMILDE. "Etude didactique et épistémologique de l'enseignement expérimental en chimie : apprentissage de la démarche scientifique au laboratoire sur le thème de la substitution nucléophile d'halogénures d'alkyle." Université Joseph Fourier (Grenoble), 1997. http://www.theses.fr/1997GRE10224.

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La recherche presentee ici concerne l'enseignement experimental en chimie considere comme une forme d'apprentissage relevant des conditions environnementales et comportementales mises en jeu dans l'appropriation des connaissances. L'enseignement experimental constitue un environnement et un mode d'apprentissage specifiques a l'enseignement de la chimie, discipline caracterisee par une grande diversite d'especes et de reactions et par une forte modelisation. Cette these fait une etude didactique et epistemologique de l'enseignement experimental en chimie. La premiere partie cherche donc sa just

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41

Williams, Paul. "Reactivity of siloxanes." Thesis, University of Sheffield, 1999. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.324406.

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42

Kienzle, Gabriele J. "Elektrochemische 18 F-Fluorierung als neuer Ansatz zur Synthese aromatischer PET-Radiopharmaka." [S.l. : s.n.], 2002. http://www.bsz-bw.de/cgi-bin/xvms.cgi?SWB10236355.

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43

Williams, Kenneth Bruce. "The effect of methyl groups on nucleophilic substitution reactions of chlorocyclotriphosphazenes." Diss., Virginia Polytechnic Institute and State University, 1985. http://hdl.handle.net/10919/49962.

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The reactions of methyl-substituted chlorocyclotriphosphazenes with aryl Grignard reagents and with bifunctional amines, aminoalcohols, and alkoxides were investigated. The characterization data for the compounds formed in the reactions of monomethylpentachlorocyclotriphosphazene and the Grignard reagents were found to be informative with respect to the extent and nature of the interaction between the phosphazene ring and its exocyclic substituents. This interaction was found to be responsible for significant effects on the reactions of the phosphazene ring with nucleophiles. The reactions o

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44

Drury, Christopher John. "Nucleophilic substitution and cyclisation reactions of some polyfluoro-heteroaromatic and polyfluoroaromatic compounds." Thesis, Durham University, 1994. http://etheses.dur.ac.uk/5845/.

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This thesis describes the reactions of some highly fluorinated aromatic and heteroaromatic compounds, in particular derivatives of naphthalene, quinoline and isoquinoline. Chapter 1 provides a general introduction to the preparation, reactions and applications of fluorine containing organic materials. Chapter 2 describes the reactions of some quinoline- and isoquinoline- thiolates with dimethyl acetylenedicarboxylate in an attempt to form six membered heterocycles. Chapter 3 describes nucleophilic substitution reactions of heptafluoro- quinoline and -isoquinoline with sulphur and oxygen nucleo

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45

Donham, Leah L. "Gas-Phase Studies of Nucleophilic Substitution Reactions: Halogenating and Dehalogenating Aromatic Heterocycles." VCU Scholars Compass, 2018. https://scholarscompass.vcu.edu/etd/5645.

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Halogenated heterocycles are common in pharmaceutical and natural products and there is a need to develop a better understanding of processes used to synthesize them. Although the halogenation of simple aromatic molecules is well understood, the mechanisms behind the halogenation of aromatic heterocycles have been more problematic to elucidate because multiple pathways are possible. Recently, new, radical-based mechanisms have been proposed for heterocycle halogenation. In this study, we examine and test the viability of possible nucleophilic substitution, SN2@X, mechanisms in the halogenat

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46

Mikosch, Jochen. "Dynamics of anion-molecule reactions at low energy." [S.l. : s.n.], 2007. http://nbn-resolving.de/urn:nbn:de:bsz:25-opus-42129.

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47

O'Connor, Ryan. "Rhodium-catalysed allylic substitution with unstabilised carbon nucleophiles : asymmetric construction of carbon-carbon bonds." Thesis, University of Liverpool, 2013. http://livrepository.liverpool.ac.uk/17253/.

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The controlled formation of carbon-carbon bonds is the bedrock of organic chemistry, with the asymmetric construction of stereogenic carbon-carbon bonds remaining a key motivation for the development of novel synthetic methodologies. Transition metal catalysis provides an important strategy in the arsenal of the modern synthetic chemist. While there is a plethora of transition metal-catalysed cross-couplings for the formation of sp2-sp2 and achiral sp2-sp3 carbon bonds, there are relatively few methodologies for the selective formation of stereogenic sp-sp3, sp2-sp3 and sp3-sp3 carbon-carbon b

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48

HOUMAM, ABDELAZIZ. "Reactivite de radicaux alkyle et aryle produits par electrochimie et par photochimie. Reduction et substitution nucleophile." Paris 7, 1994. http://www.theses.fr/1994PA077150.

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Chapitre 1: la reduction electrochimique des 1,3-dihalogenoadamantanes, 1,4-dihalogenobicyclo2. 2. 2octanes et 1,3-dihalogenobicyclo1. 1. 1pentanes est un processus a deux electrons qui conduit au propellane et au monohalogenure. La selection des produits a lieu au niveau du carbanion resultant de la reduction du radical issu du premier transfert d'electron qui est concerte avec la rupture de la liaison carbone-halogene. Les variations observees dans les potentiels de reduction dans les trois series peuvent etre expliquees par application de la theorie du transfert d'electron dissociatif. Chap

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49

Chamseddine, Yssam. "Sondes mecanistiques chirales et/ou regioselectivement deuteriees : application a l'etude de quelques processus de substitution nucleophile." Paris 6, 1988. http://www.theses.fr/1988PA066133.

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Dolliver, Debra D. "Mechanisms of Methoxide Ion Substitution and Acid- Catalyzed Z/E Isomerization of N-Methoxyimines." Thesis, University of North Texas, 2001. https://digital.library.unt.edu/ark:/67531/metadc3017/.

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Abstract:

The second order rate constants for nucleophilic substitution by methoxide of (Z)- and (E)-O-methylbenzohydroximoyl fluorides [C6H4C(F)=NOCH3] with various substituents on the phenyl ring [p-OCH3 (1h, 2h), p-CH3 (1g, 2g), p-Cl (1f, 2f), p-H (1e, 2e), (3,5)-bis-CF3 (1i, 2i)] in 90:10 DMSO:MeOH have been measured. A Hammett plot of these rate constants vs σ values gave positive ρ values of 2.95 (Z isomer) and 3.29 (E isomer). Comparison of these rates with methoxide substitution rates for Omethylbenzohydroximoyl bromide [C6H4C(Br)=NOCH3] and Omethylbenzohydroximoyl chloride [C6H4C(Cl)=NOCH3] r

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