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Dissertations / Theses on the topic 'Phosphorous ylide'

Author: Grafiati

Published: 3 June 2025

Last updated: 31 July 2025

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1

Ryan, Bruce Martin. "Preparation and pyrolysis of some sulphinyl-stabilised phosphorus ylides." Thesis, University of St Andrews, 1996. http://hdl.handle.net/10023/15233.

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The results of further investigation into the pyrolytic behaviour of alkane- and arenesulphinyl alkoxycarbonyltriphenylphosphoranes are reported. Flash vacuum pyrolysis (FVP) of these ylides at 600°C gives vinyl sulphides, sulphides and aldehydes. The vinyl sulphides and aldehydes are explained by assuming extrusion of Ph3P=O, followed by C-H insertion in the resulting carbene to give a β-lactone. This can either lose CO2 to give the vinyl sulphides or fragment in the opposite sense to give the aldehydes together with unknown products. The sulphides are explained by assuming extrusion of Ph3P,

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2

Karodia, Nazira. "Preparation, structure and reactivity of some new types of stabilised phosphorus ylides." Thesis, University of St Andrews, 1996. http://hdl.handle.net/10023/15005.

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Sixteen examples of the previously unknown β,γ,β'-trioxo phosphorus ylides have been prepared and fully characterised. Upon flash vacuum pyrolysis (FVP) these undergo clean loss of Ph3PO selectively across the central position to afford diacylalkynes in most cases. The pyrolysis results are discussed in the light of the fully assigned 13C NMR spectra presented and in particular the values of 2jp-C(C=O). Six examples of the higher homologues, the β,γ,β,γ-tetraoxo ylides have also been prepared and are found, quite unexpectedly, to give poor results upon FVP but to undergo moderately successful

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3

Drysdale, Martin James. "Flash vacuum pyrolysis of some sulphonyl and sulphinyl stabilised phosphorus ylides." Thesis, University of St Andrews, 1990. http://hdl.handle.net/10023/15002.

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The reaction between alkylidene or arylmethylene triphenyl phosphoranes and sulphonyl fluorides or sulphonic anhydrides has been used to give a variety of α-sulphonyl stabilised phosphorus ylides. Flash Vacuum Pyrolysis (FVP) of alkyl- and arylsulphonyl alkylidene triphenyl phosphoranes leads to two fractions. The first fraction is made up of up to 20 phosphorus containing products, the major one being Ph3PO. The second fraction is a liquid at low temperature which forms a white, insoluble polymeric material on warming to room temperature. Trapping reactions of the liquid with Diels-Alder dien

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4

Sahabo, Nina Carole. "Novel sugar phosphorus ylides : their synthesis, structure and reactivity : synthesis of a series of sugar-derived phosphorus ylides from protected sugar derivatives and beta-oxo ylides as a route to novel alkynes and trioxo compounds." Thesis, University of Bradford, 2010. http://hdl.handle.net/10454/4417.

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Higher carbon chain sugars have gained increased interest recently; they are important building blocks of natural and unnatural products with biological properties. The synthesis of these higher sugar skeletons is commonly known to be achieved with the Wittig methodology which exploits phosphorus ylide chemistry. This method has been successfully used for the synthesis of the higher carbon sugars. The aim of this project was to synthesise ß,ß'-dioxo sugar-derived phosphorus ylides, a new class of ylides, as versatile intermediates to valuable higher carbon sugar derivatives and carbohydrate mi

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5

Appel, Roland. "Phosphorus Ylides, Sulfur Ylides, and Related Carbanions as Reference Nucleophiles for the Quantification of the Electrophilic Reactivities of Aldehydes, Imines, and Enones." Diss., lmu, 2011. http://nbn-resolving.de/urn:nbn:de:bvb:19-129816.

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6

Jevric, Martyn. "Synthesis of 1,2-Dihydronaphtho[2,1-b]furans. Reactions of 1,2-Dioxines and stabilised phosphorus ylides /." Title page, Index and abstract only, 2004. http://web4.library.adelaide.edu.au/theses/09PH/09phj589.pdf.

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7

Upadhyay, P. K. "Development of new methodology using phosphorus ylides and enantioselective synthesis of pyrrolidine and piperidine alkaloids." Thesis(Ph.D.), CSIR-National Chemical Laboratory, Pune, 2009. http://dspace.ncl.res.in:8080/xmlui/handle/20.500.12252/2768.

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8

Murray, Lorna. "New gas-phase cascade reactions of stabilising phosphorus ylides leading to ring-fused indoles and quinolines." Thesis, University of St Andrews, 2010. http://hdl.handle.net/10023/971.

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Synthesis and flash vacuum pyrolysis (FVP) of stabilised phosphorus ylides containing an o-amino functionalised benzene ring has been examined for the first time. Model studies using N-methyl-N-tosyl and N-mesyl-N-methyl ylides showed that the ylides could be prepared, although yields were variable, and had the expected spectroscopic properties. Upon FVP, however, the expected loss of Ph₃PO and the sulfonyl group was accompanied by unexpected transfer of the reactive site from nitrogen to carbon giving 3- substituted quinolines rather than the expected indole products. Moving to ylides with an

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9

Bodas, M. S. "Development of synthetic methodologies employing phosphorus ylides and synthetic studies towards AAL- toxin, 3- hydroxypipecolic acid and related compounds." Thesis(Ph.D.), CSIR-National Chemical Laboratory, Pune, 2004. http://dspace.ncl.res.in:8080/xmlui/handle/20.500.12252/2412.

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10

Zhang, Lilu. "Synthesis and chemistry of lanthanide complexes with phosphorus ylides, amides or porphyrinate ligands, and of transition metal complexes with polydentate ligands." HKBU Institutional Repository, 1999. http://repository.hkbu.edu.hk/etd_ra/182.

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11

Bousquet, Laura. "Synthèse et réactivité d'espèces divalentes du carbone : bis-ylures et yldiures." Thesis, Toulouse 3, 2017. http://www.theses.fr/2017TOU30342/document.

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Les bis-ylures peuvent être considérés comme des complexes de carbone(0). L'objectif de cette thèse consiste au développement de nouveaux modèles permettant de diversifier la réactivité de ce type d'espèces. Le premier chapitre de cette thèse dresse un état de l'art des complexes de carbone(0), basé sur l'étude de leur structure électronique, leur chimie de coordination, les applications en catalyse ainsi que leur potentiel en tant que source de carbone atomique. Le second chapitre est centré sur nos efforts pour préparer un nouveau modèle de bis-ylure de phosphonium-sulfonium cyclique. Nos pr

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12

Avery, Thomas Daniel. "New methodologies involving 1,2-dioxines and stabilised phosphorus ylides for diastereoselective and enantioselective cyclopropanation : a thesis submitted towards the degree of Doctor of Philosophy." Title page, contents and abstract only, 2001. http://web4.library.adelaide.edu.au/theses/09PH/09pha955.pdf.

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Copies of the author's previously published works inserted. Includes bibliographical references (leaves 170-176). Two novel methods for the synthesis of di- and tri-substituted diastereomerically-pure and enantiomerically enriched cyclopropanes have been developed and are discussed. Outlines preliminary procedures exploiting the two cyclopropyl manifolds, allowing for the preparation of closely related cyclopropyl di-acids

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13

Jubault, Philippe. "Génération électrochimique de carbanions α-phosphorés α, α-dihalogénés : électrosynthèse de gem-dihalogénoalcènes et de cycloalkylphosphonates. Mise en évidence d'un phénomène d'activation électrochimique du magnésium". Rouen, 1996. http://www.theses.fr/1996ROUES018.

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La première partie de ce travail concerne la génération électrochimique d'ylures de phosphore α,α-dihalogénés à partir de sels de phosphonium polyhalogénés et leur utilisation pour la synthèse de gem-dihalogénoalcènes selon une réaction de Wittig. Au cours de l'électrosynthèse de gem-difluoroalcènes, nous observons un phénomène particulier d'activation électrochimique de l'anode de magnésium que nous appelons activation électrochimique du magnésium. Ce phénomène permet la synthèse rapide et efficace de nombreux gem-dihalogénoalcènes. Nous proposons une interprétation pour ce mécanisme d'activa

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14

Gulea, Mihaela. "Réarrangement [2,3]-sigmatropique de Wittig d'anions alpha-phosphoriques alpha-hétérosubstitués. Synthèse asymétrique de phosphonates alpha-hydroxylés ou alpha-aminés." Rouen, 1997. http://www.theses.fr/1997ROUES003.

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Ce travail décrit la première étude du réarrangement [2,3]-sigmatropique de Wittig qui utilise le groupe phosphonate pour stabiliser le carbanion alpha-hétérosubstitué. Cette réaction constitue une nouvelle voie d'accès à des phosphonates alpha-hétérosubstitués, avec des possibilités de contrôle stéréochimique. Le réarrangement [2,3]-sigmatropique des carbanions d'(alpha-allyloxy)-méthylphosphonates a permis d'obtenir des alpha-hydroxyphosphonates gamma, delta-insaturés diversement substitués. Les carbanions d'éthers allyliques alpha-phosphonylés alpha-carboxylés ou alpha-diphosphonylés condui

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15

Brownie, John Hugh. "Novel group 6 complexes of cyclopentadienylidene ylides." Thesis, 2007. http://hdl.handle.net/1974/661.

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Abstract Methyldiphenylphosphonium cyclopentadienylide, C5H4PMePh2 (II), has been synthesized and characterized spectroscopically and crystallographically, and has been found to exhibit properties consistent with the zwitterionic structure IIb. New group 6 complexes, (η5-C5H4PMePh2)M(CO)3, have been synthesized and fully characterized. Comparisons of ν(CO) of these complexes with those of the isoelectronic (η6-C6H6)M(CO)3 and [(η5-C5H5)M(CO)3]- suggest that the electron donating ability of the ylide is between that of the cyclopentadienyl anion (Cp-) and benzene, but closer to Cp-. The electro

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16

Fleck, Thomas Joseph. "Phosphorus and sulfur studies mechanism of stabilized ylide wittig reactions and studies on sulfur mediated routes to ring expansion /." 1990. http://catalog.hathitrust.org/api/volumes/oclc/22433614.html.

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Thesis (Ph. D.)--University of Wisconsin-Madison, 1990.<br>Typescript. Vita. eContent provider-neutral record in process. Description based on print version record. Includes bibliographical references.

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17

Appel, Roland [Verfasser]. "Phosphorus ylides, sulfur ylides, and related carbanions as reference nucleophiles for the quantification of the electrophilic reactivities of aldehydes, imines, and enones / Roland Joachilm Appel." 2011. http://d-nb.info/1011344777/34.

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18

Jamieson, Rebecca. "A Solid-state NMR Study of Tin and Phosphorus Containing Compounds." Thesis, 2013. http://hdl.handle.net/10214/7407.

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Various compounds were studied with solid-state 119Sn and 31P NMR spectroscopy and quantum chemical calculations. Connections were made between the shielding tensors and the geometric and electronic structures of the molecules. First, the 119Sn chemical shielding anisotropy of various para substituted tetraaryl tin compounds was shown to be dependent on the tilt angle of the phenyl rings. Tetrakis(o-tolyl) tin did not have the shielding anisotropy predicted by the tilt angle of the rings. It was suggested that ortho substitution distorts the structures of the phenyl rings causing the discr

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19

Karodia, Nazira, R. A. Aitken, T. Massil, and R. J. Young. "Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 17. Preparation of aliphatic amino acid derived gamma-alkoxycarbonyl-amino-beta-oxo ylides and pyrolysis to give alpha,beta-acetylenic gamma-amino acid and GABA analogues." 2002. http://hdl.handle.net/10454/3312.

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No<br>A series of eleven alpha-aminoacyl stabilised phosphorus ylides 9-19 have been prepared by condensation of N-alkoxycarbonyl protected amino acids with Ph3P=CHCO2Et using a carbodiimide peptide coupling reagent. Upon ash vacuum pyrolysis at 600 degreesC, these undergo extrusion of Ph3PO to give the corresponding, alpha,beta-acetylenic gamma-amino esters 21-29, 33 and 34 in moderate yield. In two cases the terminal alkynes 30 and 31 are also formed. The beta-aminoacyl ylide 20 from beta-alanine similarly gives the alpha,beta-acetylenic delta-amino ester 35 upon pyrolysis. Regioselective ad

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20

Jan, Rei-Hau, and 詹瑞豪. "Organocatalytic enantioselective cascade Michael-Michael-Wittig reactions of phosphorus ylides: one-pot synthesis of the all-cis trisubstituted cyclohexenecarboxylates via the [1+2+3] annulation." Thesis, 2010. http://ndltd.ncl.edu.tw/handle/05857033837138680501.

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碩士<br>國立中正大學<br>化學所<br>98<br>The stereoselective synthesis of (4S,5R,6S)-ethyl 5-nitro-4,6-diphenylcyclohex-1-carboxylate has been achieved by an organocatalytic enantioselective cascade Michael-Michael-Wittig reaction of (carbethoxymethylene)triphenylphosphorane, trans-β-nitrostyrene and trans-cinnamaldehyde. The reaction conditions in the synthesis of all-cis trisubstituted cyclohexenecarboxylate derivatives have been modified to optimize the yields and stereoselectivities. Subsequently, a series of all-cis trisubstituted cyclohexenecarboxylate derivatives was synthesized.

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21

Yang, Shu-Mei, and 楊淑媚. "I. Highly Chemo- and Diastereoselective Synthesis of Bicylo[3.3.1]nonane Scaffolds via Michael-Michael-Acetalization Cascade ReactionII. Synthesis of Multi-Functional Alkene via Wittig Reaction with a New-Type of Phosphorus Ylide." Thesis, 2015. http://ndltd.ncl.edu.tw/handle/633h94.

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22

Lin, Yu-Wei, and 林鈺偉. "(1) A Proposed Entry to Intermediates of Antiretroviral drugs: Facile Synthesis of Highly Substituted g-Lactams Possessing Phosphorus Ylides. (2) Property of the Open-Cage Fullerene." Thesis, 2011. http://ndltd.ncl.edu.tw/handle/19578254164070993971.

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碩士<br>國立交通大學<br>應用化學系碩博士班<br>99<br>Antiretroviral drug have been developed in recent years and some antiretroviral drugs are commercial available. For example, Amprenavir and Indinavir are some of these commercial available drugs. Issues of some side effects and the cost for production of these antiretroviral drug have been primary concerns. Highly-efficient and low-cost synthetic procedures for drug syntheses can be conducive to human. Some gamma-lactam antiretroviral drugs have been reported, such as gamma-lactam-like Amprenavir and Indinavir. Because these drugs are gamma-lactam derivatives

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23

Avery, Thomas Daniel. "New methodologies involving 1,2-dioxines and stabilised phosphorus ylides for diastereoselective and enantioselective cyclopropanation : a thesis submitted towards the degree of Doctor of Philosophy / by Thomas Daniel Avery." Thesis, 2001. http://hdl.handle.net/2440/21730.

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Copies of the author's previously published works inserted.<br>Includes bibliographical references (leaves 170-176).<br>x, 178, [49] leaves : ill. ; 30 cm.<br>Two novel methods for the synthesis of di- and tri-substituted diastereomerically-pure and enantiomerically enriched cyclopropanes have been developed and are discussed. Outlines preliminary procedures exploiting the two cyclopropyl manifolds, allowing for the preparation of closely related cyclopropyl di-acids<br>Thesis (Ph.D.)--University of Adelaide, Dept. of Chemistry, 2001

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24

LU, LING, та 盧凌. "(1)單取代臭氧化物與phosphorus ylide的反應 (2)以二碘化釤誘發酮類與α,β不飽和酯類或酮類的分子內環化反應". Thesis, 1990. http://ndltd.ncl.edu.tw/handle/01742820966940329931.

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25

Davi, Michaël. "Développement d'une nouvelle méthodologie d'oléfination catalysée par les complexes de cuivre : applications dans des réactions en tandem." Thèse, 2008. http://hdl.handle.net/1866/6553.

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