Search results for "Phosphonium"

showing 10 items of 168 documents

Synthesis and Biological Evaluation of Combretastatin A-4 and Three Combretastatin-Based Hybrids

2012

The syntheses of combretastatin A-4 from gallic acid and of three combretastatin-based hybrids are described. Starting from commercial gallic acid, the phosphonium salt (3,4,5-trimethoxybenzylphosphonium bromide) is synthesized and coupled, through a Wittig reaction, with several aldehydes, including methoxymethyl-protected isovanillin, the aldehyde γ-bicyclohomofarnesal having a labdane skeleton, 3-(3-pyridyl) propanal, and furfural. The biological properties of the cis-coupled compounds as cytotoxic, antiviral and antifungal agents are also reported. In addition, pyrogallol, gallic and 3,4,5-trimethoxybenzoic acids have been studied biologically.

PharmacologyCombretastatin A-4CombretastatinPhosphonium saltPlant ScienceGeneral MedicineIsovanillinLabdanechemistry.chemical_compoundComplementary and alternative medicinechemistryPyrogallolDrug DiscoveryWittig reactionOrganic chemistryGallic acidNatural Product Communications
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Phosphororganische Verbindungen, 85. Kinetische Untersuchungen der Umsetzung organischer Phosphorverbindungen mit Nucleophilen und Supernucleophilen

1977

Bei der alkalischen Spaltung von quartaren Phosphoniumsalzen und tertiaren Phosphinoxiden zeigt HOO⊖ keinen α-Effekt. Die Spaltung der P–C-Bindung wird auch nicht durch Gruppen erleichtert, welche uber die Ausbildung von H-Brucken den Angriff von HOO⊖ am Phosphoniumzentrum fordern. — In Ubereinstimmung mit den Ergebnissen anderer Autoren wird bei der Hydrolyse der Phosphin-, Phosphon- und Phosphorsaureester 1, 2 und 3 in Gegenwart von H2O2 ein α-Effekt beobachtet, der sich in einer Hydrolysebeschleunigung um einen Faktor von ca. 100 ausdruckt. Die Hydrolysegeschwindigkeit nimmt sowohl mit HO⊖ als auch mit HOO⊖ entsprechend folgender Reihenfolge ab: Diphenylphosphinsaure-(p-nitrophenyl)ester…

Phosphine oxidechemistry.chemical_compoundHydrolysisNucleophileChemistryOrganic ChemistryPolymer chemistryPhosphonium saltSulfoxidePhosphoniumPhysical and Theoretical ChemistryPeroxidePhosphineJustus Liebigs Annalen der Chemie
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Synthesis of ortho-fonctionnalized arylphosphines and their applications

2020

This thesis reports with the synthesis of ortho-functionnalized phosphines bearing phosphonium and 1,2,3-triazole moieties.The synthesis of phosphines-phosphoniums, using as key-step Phospha-Fries rearrangement and Appel reaction is described. Eight new phosphines- phosphoniums, bearing aryl, alkyl or ferrocenyl fragments on the phosphonium part, have been prepared with overall yields reaching 48%. These phosphines- phosphoniums have been used in the preparation of gold (I) complexes which have been characterized using spectroscopic methods and X ray diffraction. Both gold (I) complexes and phosphines-phosphoniums have been studied in biology and these compounds turned out to be cytotoxic i…

Phosphines ortho-FonctionnaliséesPhosphines-Triazoles P-ChirogéniquesCatalyse asymétriqueP-Chirogenic phosphines-TriazolesAsymmetric catalysis[CHIM.CRIS]Chemical Sciences/CristallographyOrtho-Fonctionnalized phosphinesPhosphines-PhosphoniumsComplexes d’or (I)[CHIM.CRIS] Chemical Sciences/CristallographyGold (I) complexesChimie de coordinationCoordination chemistry
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NMR enantiodifferentiation of triphenylphosphonium salts by chiral hexacoordinated phosphate anions

2003

BINPHAT anion—rather than TRISPHAT—is an efficient NMR chiral shift reagent for triphenylphosphonium salts containing stereogenic centers on the aliphatic side-chain. BINPHAT—rather than TRISPHAT—anion is an efficient NMR (1H and 31P) chiral shift reagent for chiral triphenylphosphonium salts.

Phosphonium saltsBINPHATChiral anionsOrganic ChemistryTRISPHATPhosphateBiochemistryStereocenterchemistry.chemical_compoundNMR enantiodifferentiationTRISPHATchemistryReagentddc:540Drug DiscoveryAmino acids and derivativesOrganic chemistryTetrahedron Letters
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Hydrophobic Encapsulated Phosphonium Salts-Synthesis of Weakly Coordinating Cations and their Application in Wittig Reactions

2015

Large and rigid tetraarylphosphonium tetrafluoroborate salts have been synthesized representing weakly coordinating cations with diameters of several nanometers. Divergent dendritic growth by means of thermal Diels-Alder cycloaddition was employed for the construction of the hydrophobic polyphenylene framework up to the third generation. X-ray crystal structure analysis of first-generation phosphonium tetrafluoroborate supported the rigidity of the non-collapsible shell around the phosphorus center and gave insight into solid-state packing and cation-anion distances. Copper(I)-catalyzed azide-alkyne ligation served as reliable method for the preparation of a first-generation triazolylphenyl…

Reaction conditionsTetrafluoroborateOrganic Chemistrychemistry.chemical_elementGeneral ChemistryCrystal structureCopperCatalysisThird generationCycloadditionchemistry.chemical_compoundchemistryPolymer chemistryWittig reactionOrganic chemistryPhosphoniumChemistry - A European Journal
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CCDC 854063: Experimental Crystal Structure Determination

2012

Related Article: A.Molina-Ontoria, R.Garcia, A.Gouloumis, F.Giacalone, M.R.Torres, N.Martin|2012|Eur.J.Org.Chem.|2012|3581|doi:10.1002/ejoc.201200115

Space GroupCrystallography((910-bis(13-Dithiol-2-ylidene)-910-dihydroanthracen-2-yl)methyl)(triphenyl)phosphonium bromide acetonitrile solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1014823: Experimental Crystal Structure Determination

2015

Related Article: Moussa Ali , Lucile Dondaine , Anais Adolle , Carla Sampaio , Florian Chotard , Philippe Richard , Franck Denat , Ali Bettaieb , Pierre Le Gendre , Véronique Laurens , Christine Goze , Catherine Paul , and Ewen Bodio|2015|J.Med.Chem.|58|4521|doi:10.1021/acs.jmedchem.5b00480

Space GroupCrystallography(4-(7-methoxy-2-oxo-2H-chromen-3-yl)phenyl)-methyl-bis(4-methylphenyl)phosphonium iodide dichloromethane solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 915599: Experimental Crystal Structure Determination

2013

Related Article: Michael Giese, Markus Albrecht, Arto Valkonen, Kari Rissanen|2013|Eur.J.Org.Chem.|2013|3247|doi:10.1002/ejoc.201201704

Space GroupCrystallographyCrystal System(Pentafluorobenzyl)(triphenyl)phosphonium iodideCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 915602: Experimental Crystal Structure Determination

2013

Related Article: Michael Giese, Markus Albrecht, Arto Valkonen, Kari Rissanen|2013|Eur.J.Org.Chem.|2013|3247|doi:10.1002/ejoc.201201704

Space GroupCrystallographyCrystal SystemCrystal Structure(Pentafluorobenzyl)(triphenyl)phosphonium hydrogen sulfate sulfuric acid hemihydrateCell ParametersExperimental 3D Coordinates
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CCDC 981912: Experimental Crystal Structure Determination

2014

Related Article: Abdou K. D. Dimé, Charles H. Devillers, Hélène Cattey, Dominique Lucas|2014|Dalton Trans.|43|14554|doi:10.1039/C4DT00221K

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters((1020-bis(4-methylphenyl)-15-phenylporphyrin-5-yl)(triphenyl)phosphoniumato)-nickel(ii) hexafluorophosphateExperimental 3D Coordinates
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