Relevant bibliographies by topics / Phosphorous ylide

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Academic literature on the topic 'Phosphorous ylide'

Author: Grafiati
Published: 3 June 2025
Last updated: 31 July 2025

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Journal articles on the topic "Phosphorous ylide"

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Endrich, K., P. Alburquerque, R. P. Korswagen, and M. L. Ziegler. "Über die Reaktionen von Phosphoryliden mit homodinuklearen Organometallverbindungen des Molybdän und Wolfram / On the Reaction of Phosphorylides with Homodinuclear Organometallic Compounds of Molybdenum and Tungsten." Zeitschrift für Naturforschung B 43, no. 10 (1988): 1293–306. http://dx.doi.org/10.1515/znb-1988-1015.

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We report first the complete study of the reactions of [CpMo(CO)2]2 (Mo≡Mo) (1, Cp = η5-C5H5) with salt-free phosphorus ylides Ph3P=CHR (2, Ph = C6H5; R = H (2a), CH3 (2b), C3H7 (2c), C6H5 (2d)) and with the Nal-adducts of the ylides Ph3P=CMe2 (Me = CH3), PhMe2P=CH2 and (PhO)3P=CH2. With 2, products of the type Cp(CO)2LMo-MoL(CO)2Cp (7, L = ylide) were obtained, and the salt adducts gave addition compounds of the type Cp(CO)2LMo-MoL(CO)2Cp-2NaI (12, L = ylide). These very reactive products represent novel bisphosphonioalkyl complexes, and were characterized by IR, mass and 1H NMR spectrometry.
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Ilia, Gheorghe, Vasile Simulescu, Nicoleta Plesu, Vlad Chiriac, and Petru Merghes. "Wittig and Wittig–Horner Reactions under Sonication Conditions." Molecules 28, no. 4 (2023): 1958. http://dx.doi.org/10.3390/molecules28041958.

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Carbonyl olefinations are among the most important organic syntheses that form C=C bonds, as they usually have high yields and in addition offer excellent stereoselectivity. Due to these advantages, carbonyl olefinations have important pharmaceutical and industrial applications. These reactions contain an additional step of an α-functionalized carbanion to an aldehyde or ketone to produce alkenes, but syntheses performed using metal carbene complexes are also known. The Wittig reaction is an example of carbonyl olefination, one of the best ways to synthesize alkenes. This involves the chemical
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Melgarejo, Doris Y., Gina M. Chiarella, Ahmed A. Mohamed, and John P. Fackler. "An Octanuclear Gold(I) Cube with Amidinate Ligands Containing Two Hyper-coordinate Ylide Carbon Atoms." Zeitschrift für Naturforschung B 64, no. 11-12 (2009): 1487–90. http://dx.doi.org/10.1515/znb-2009-11-1232.

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Disparate properties of gold(I) converge to produce the first known cube assembly of eight Au(I) atoms connected by four N-bridging amidinate ligands on the sides of the cube, capped above and below by hyper-coordinate carbon atoms from a phosphorous ylide. There are no phosphines coordinated to the Au(I) atoms. The cluster is formulated as [Au8{CH(NC8H9)2}4{(η5- C)P(C6H5)2(CH3)}2]. It displays a strong green luminescence under UV light. The novel product was generated in an attempt to produce luminescent species of gold(I) with mixed C- and Ncoordination, an arrangement not abundant in the li
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Erker, Gerhard, Peter Czisch, and Richard Mynott. "Die Bildung eines Zirconium-substituierten Phosphor-Ylids durch sigmatrope Wasserstoffverschiebung / Formation o f a Zirconium Substituted Phosphorus Ylide by Sigmatropic Hydrogen Migration." Zeitschrift für Naturforschung B 40, no. 9 (1985): 1177–80. http://dx.doi.org/10.1515/znb-1985-0914.

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σ-Crotylmetallocenyl substituted ylides (1) Cp2M(-CH2CH=CHCH3)(CHPPh3), M=Zr,Hf, are formed upon treatment of a mixture of (s-cis-) and (s-trans-η4-butadiene)metallocene complexes with the phosphorus ylide methylenetriphenylphosphorane (4). From the ( s-cis-/s-trans-butadiene) zirconocene equilibrium mixture (7/5) only the (s-cis-conjugated diene)metallocene isomer reacts with the ylide at -50 °C. Under kinetic control the fram-σ-crotylzirconocenyl-ylide (lb) is formed selectively; subsequent crotyl cis-trans-isomerization (1b⇆1b′) takes place at higher temperature (> -20 °C ). A mechanism
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Al-Bashir, Rasha F., Nouria A. Al-Awadi, and Osman ME El-Dusouqui. "Synthesis of novel sulfonyl-stabilized phosphorus ylides, and the kinetics and mechanism of their conventional and flash vacuum pyrolysis reactions." Canadian Journal of Chemistry 83, no. 9 (2005): 1543–53. http://dx.doi.org/10.1139/v05-210.

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Nine substituted sulfonyl-stabilized phosphorus ylides were prepared by treating their intermediate ylide analogues with phenylmethanesulfonyl fluoride. The stoichiometric ratio of the reactants for each preparation needed to be adjusted according to the basicity of each ylide intermediate. The nine ylide compounds were then subjected to conventional (sealed-tube) gas-phase pyrolysis at 470–545 K. The pyrolytic reactions were homogeneous and obeyed a first-order rate equation. The values of the Arrhenius log A (s–1) and Ea (kJ mol–1) obtained for these reactions averaged 11.12 ± 2.00 and 131.8
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Habibi-Khorassani, Sayyed Mostafa, Malek Taher Maghsoodlou, Ali Ebrahimi, et al. "Theoretical study and synthesis of the reaction between triphenylphosphine, dialkyl acetylenedicarboxylates and 2-aminobenzimidazole, 2-hydroxy-3-nitropyridine or 1,2,3,4-tetrahydrocarbazole." Collection of Czechoslovak Chemical Communications 75, no. 8 (2010): 785–805. http://dx.doi.org/10.1135/cccc2009523.

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Triphenylphosphine reacts with dialkyl acetylenedicarboxylates in the presence of heterocyclic compounds, such as 2-aminobenzimidazole, 2-hydroxy-3-nitropyridine or 1,2,3,4-tetrahydrocarbazole to generate stable phosphorus ylides. Some ylides exist in solution as a mixture of two geometrical isomers as a result of restricted rotation around the carbon–carbon partical double bond resulting from conjugation of the ylide moiety with the adjacent carbonyl group, whereas others occur as a single isomer only. For this reason, the assignments of more stable Z- or E-isomers as the major or minor forms
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Sun, Xiu-Li, Jun-Cheng Zheng, and Yong Tang. "Iron carbenoid-mediated ylide reactions." Pure and Applied Chemistry 82, no. 3 (2010): 625–34. http://dx.doi.org/10.1351/pac-con-09-10-20.

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Electrophilic metal carbenoids, readily available from diazo compounds, prove to be good reagents for the preparation of ylides under neutral conditions. We have extended the strategy to synthesize allenes from diazoacetates with both stable and unstable ketenes in the presence of PPh3 and Fe(TCP)Cl (0.5 mol %), which provided an easy access to optically active 4,4-disubstituted allenic esters by employing enantiopure phosphines. The mechanism involving the generation of ylide through catalytic transfer of an iron(II) carbene to phosphine was confirmed. A tandem Wittig–Nazarov cyclization reac
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Maghsoodlou, Malek Taher, Norollah Hazeri, Sayyed Mostafa Habibi Khorasani, Ghafar Afshari, and Mahmoud Nassiri. "A facile synthesis of stable heterocyclic fused ring phosphorus ylides." Journal of Chemical Research 2005, no. 11 (2005): 727–28. http://dx.doi.org/10.3184/030823405774909478.

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Stable crystalline phosphorus ylides were obtained in excellent yields from the 1:1:1 addition reaction between triphenylphosphine, dialkyl acetylenedicarboxylates, and strong NH-acids, such as 7-azaindole. These stabilised phosphoranes exist as a mixture of two geometrical isomers as a result of restricted rotation around the carbon–carbon partial double bond resulting from conjugation of the ylide moiety with the adjacent carbonyl group.
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Ramazani, Ali, Ali Reza Kazemizadeh, Ebrahim Ahmadi, Katarzyna Ślepokura, and Tadeusz Lis. "Synthesis and X-Ray Single Crystal Structure of Dialkyl 2-[1-(2,2-Dimethylpropionyl)-3,3-dimethyl-2-oxobutyl]-3- (triphenylphosphoranylidene)succinates." Zeitschrift für Naturforschung B 61, no. 9 (2006): 1128–33. http://dx.doi.org/10.1515/znb-2006-0911.

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Abstract A one-pot synthesis of sterically congested phosphorus ylides in fairly high yields by the reaction of 2,2,6,6-tetramethyl-3,5-heptanedione, dialkyl acetylenedicarboxylates and triphenylphosphine is reported. The structures of these compounds were confirmed by IR, 1H, 31P and 13C NMR spectroscopy, and X-ray single crystal structure determination. The NMR spectra (CDCl3 as solvent) indicated that the compounds contained two rotamers for each ylide.
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Sabounchei, Seyyed Javad, Mojdeh Sadat Hashemi, Ali Hashemi, et al. "Pd/Pt metallacyclopropa[60]fullerene complexes bearing versatile phosphorous ylide ligands; a comprehensive multi-spectroscopic, electrochemistry, theoretical and catalytic studies." Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 204 (November 2018): 416–24. http://dx.doi.org/10.1016/j.saa.2018.06.079.

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Dissertations / Theses on the topic "Phosphorous ylide"

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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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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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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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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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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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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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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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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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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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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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Books on the topic "Phosphorous ylide"

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Johnson, A. William. Ylides and imines of phosphorus. Wiley, 1993.

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Kolodiazhnyi, Oleg I. Phosphorus ylides: Chemistry and application in organic synthesis. Wiley-VCH, 1999.

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Kolodiazhnyi, Oleg I. Phosphorus Ylides: Chemistry and Applications in Organic Synthesis. Wiley & Sons, Incorporated, John, 2008.

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Kolodiazhnyi, Oleg I. Phosphorus Ylides: Chemistry and Applications in Organic Synthesis. Wiley & Sons, Limited, John, 2007.

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Book chapters on the topic "Phosphorous ylide"

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Taillefer, Marc, and Henri-Jean Cristau. "New Trends in Ylide Chemistry." In New Aspects in Phosphorus Chemistry III. Springer Berlin Heidelberg, 2003. http://dx.doi.org/10.1007/b11149.

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Mike Southern, J., and Ian A. O’Neil. "Preparation and reactions of iminophosphoranes and their synthetic applications in the aza-Wittig reaction." In Organophosphorus Reagents. Oxford University PressOxford, 2004. http://dx.doi.org/10.1093/oso/9780198502623.003.0006.

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Abstract Iminophosphoranes (IMPs) were first reported by Staudinger and Meyer in 1919. Initially, they were treated as little more than chemical curiosities, and it is only in the past three or four decades that their synthetic potential has been realized. IMPs consist of a phosphorus–nitrogen double bond and are isoelectronic with the phosphoranes employed in the Wittig reaction, although, in the case of IMPs, it is more accurate to depict the nitrogen–phosphorus bond as double rather than as an ylide (Scheme 1). This makes the IMPs more stable and less basic than the corresponding Wittig rea
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"The Wittig Reaction." In Greener Organic Transformations. The Royal Society of Chemistry, 2022. http://dx.doi.org/10.1039/9781837670895-00178.

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The Wittig reaction is widely used for the formation of alkenes and involves the reaction of an aldehyde or a ketone with an ylide generated from a phosphonium salt. This chapter introduces the formation of the phosphorus ylide, the oxaphosphetane and the alkene. It then goes on to look at the environmental issues with these reactions and discusses green chemistry developments in yield, solvent use, purification and waste.
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Drabowicz, J., P. Kiełbasiński, and M. Mikołajczyk. "From Phosphorus Ylides." In Ene-X Compounds (X=S, Se, Te, N, P). Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00113.

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Aitken, R. Alan, and Tracy Massil. "Heterocyclic phosphorus ylides." In Progress in Heterocyclic Chemistry. Elsevier, 2000. http://dx.doi.org/10.1016/s0959-6380(00)80004-5.

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Aitken, R. A., and K. M. Aitken. "Using Phosphorus Ylides." In Nitro, Nitroso, Azo, Azoxy, and Diazonium Compounds, Azides, Triazenes, and Tetrazenes. Georg Thieme Verlag KG, 2010. http://dx.doi.org/10.1055/sos-sd-041-00310.

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Schobert, Rainer. "Applications of the Wittig reaction in the synthesis of heterocyclic and carbocyclic compounds." In Organophosphorus Reagents. Oxford University PressOxford, 2004. http://dx.doi.org/10.1093/oso/9780198502623.003.0005.

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Abstract Since its discovery, the Wittig olefination reaction has been widely used in organic synthesis for the construction of olefinic double bonds from various types of carbonyl functionalities (aldehydes, ketones, esters, amides, etc.) and phosphorus ylides of different reactivity. Although the mechanism of this important C=C bond forming process is still under debate, insights into the principles governing its regio- and stereoselectivity are now sufficiently deep, to allow for it, to be harnessed reliably in retrosynthetic strategies. From the early days of ‘Wittig chemistry’, its possib
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List, B., C. Chandler, R. R. Torres, and A. Erkkilä. "Synthesis from Phosphorus Ylides." In X-Ene-X (X=F, Cl, Br, I, O, S, Se, Te, N, P), Ene-Hal, and Ene-O Compounds. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-032-00418.

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Crisp, G. T. "Reaction with Phosphorus Ylides." In Compounds of Group 14 (Ge, Sn, Pb). Georg Thieme Verlag KG, 2003. http://dx.doi.org/10.1055/sos-sd-005-00458.

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Collier, S. J. "Synthesis from Phosphorus Ylides." In Heteroatom Analogues of Aldehydes and Ketones. Georg Thieme Verlag KG, 2004. http://dx.doi.org/10.1055/sos-sd-027-00204.

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Conference papers on the topic "Phosphorous ylide"

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Cunha, Silvio, and Raimundo Francisco dos Santos Filho. "Microwave induced multicomponent synthesis of 2-pyrrolo-3’-yloxindoles through reaction of enaminone, isatin and phosphorus ylide." In 15th Brazilian Meeting on Organic Synthesis. Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_2013913142652.

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