Relevant bibliographies by topics / Phosphonate(arylhydrazonoalkyl o,o-dialkyl)

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  1. Journal articles
  2. Dissertations / Theses

Academic literature on the topic 'Phosphonate(arylhydrazonoalkyl o,o-dialkyl)'

Author: Grafiati
Published: 4 June 2021
Last updated: 1 February 2022

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Journal articles on the topic "Phosphonate(arylhydrazonoalkyl o,o-dialkyl)"

1

Mitova, V., N. Koseva, and K. Troev. "Study on the Atherton–Todd reaction mechanism." RSC Adv. 4, no. 110 (2014): 64733–36. http://dx.doi.org/10.1039/c4ra10228b.

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A new mechanism of the Atherton–Todd reaction is discussed. The first step of the reaction between diesters of H-phosphonic acid and carbon tetrachloride in the presence of a base is a salt formation between carbon tetrachloride and the base [amine·Cl]+CCl3−. The trichloromethanide anion [CCl3−] deprotonates dialkyl H-phosphonate to form chloroform and dialkyl phosphonate anion [(RO)2P(O)]−. The latter anion reacts with the chlorine cation to furnish dialkyl chlorophosphate.
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2

Nawrot, Barbara, Beata Rębowska, Olga Michalak, Marek Bulkowski, Damian Błaziak, Piotr Guga, and Wojciech J. Stec. "1,3,2-Oxathiaphospholane approach to the synthesis of P-chiral stereodefined analogs of oligonucleotides and biologically relevant nucleoside polyphosphates." Pure and Applied Chemistry 80, no. 8 (January 1, 2008): 1859–71. http://dx.doi.org/10.1351/pac200880081859.

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Among the various classes of modified nucleotides and oligonucleotides, phosphorothioate analogs, in which the sugar-phosphate backbone is modified by the substitution of a sulfur atom for one of the nonbridging oxygen atoms, have been most extensively studied in both in vitro and in vivo experiments. However, this substitution induces P-chirality of the dinucleoside phosphorothioate moiety. Consequently, even short phosphorothioate oligonucleotides synthesized using standard chemical methods exist as mixtures of many diastereoisomers. In our laboratory, the oxathiaphospholane (OTP) method has been developed for a stereocontrolled synthesis of oligo(deoxyribonucleoside phosphorothioate)s. Recently, this approach has been extended to ribonucleoside derivatives, and stereodefined phosphorothioate diribonucleotides were incorporated into oligomers suitable for mechanistic studies on deoxyribozymes. Next, it was found that the OTP ring can be opened with nucleophiles as weak as the phosphate or pyrophosphate anion, giving rise to nucleoside α-thiopolyphosphates. Surprisingly, the reaction between nucleoside OTP and O,O-dialkyl H-phosphonate or O,O-dialkyl H-phosphonothioate led to nucleoside 5'-O-(α-thio-β-O,O-dialkyl-hypophosphate) or 5'-O-(α,β-dithio-β-O,O-dialkyl-hypophosphate), respectively, i.e., derivatives containing a direct P-P bond.
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Rádai, Zita, Nóra Zsuzsa Kiss, Mátyás Czugler, Konstantin Karaghiosoff, and György Keglevich. "The typical crystal structures of a few representative α-aryl-α-hydroxyphosphonates." Acta Crystallographica Section C Structural Chemistry 75, no. 3 (February 12, 2019): 283–93. http://dx.doi.org/10.1107/s2053229619001839.

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The crystal structures of seven α-aryl-α-hydroxyphosphonates synthesized by the Pudovik reaction of substituted benzaldehydes and dialkyl phosphites, namely dimethyl [(hydroxy)(phenyl)methyl]phosphonate, C9H13O4P, dimethyl [(3,4-dimethoxyphenyl)(hydroxy)methyl]phosphonate, C11H17O6P, dimethyl (1-hydroxy-1-phenylethyl)phosphonate, C10H15O4P, dimethyl [1-hydroxy-1-(4-nitrophenyl)ethyl]phosphonate, C10H14NO6P, dibenzyl [hydroxy(2-nitrophenyl)methyl]phosphonate, C21H20NO6P, dibenzyl [(3-chlorophenyl)(hydroxy)methyl]phosphonate, C21H20ClO4P, and dibenzyl [hydroxy(4-methylphenyl)methyl]phosphonate, C22H23O4P, were studied to gain a better understanding of the organization in this type of molecule in the solid state. The crystals obtained for this series of compounds show a balance between C—OH...O=P chain-linked packing and the dimeric types of hydrogen-bond bridges of intermolecular pairs of such functions. The description is based on primary graph-set descriptors. Using graph-set descriptors one level deeper (i.e. secondary graph sets of the C—H...O type) revealed a similarity in the graph-set descriptors, suggesting a fine interplay of substituent- and shape-dependent effects on strong–weak interactions. It seems that the formation of chains or dimers is governed not only by the presence of a tertiary Cα atom, but also by the nature and crowding of the ortho substituents of the α-aryl group.
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4

Strekalova, Sofia, Mikhail Khrizanforov, and Yulia Budnikova. "Evaluation of Transition Metal Catalysts in Electrochemically Induced Aromatic Phosphonation." Molecules 24, no. 9 (May 11, 2019): 1823. http://dx.doi.org/10.3390/molecules24091823.

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Voltammetry provides important information on the redox properties of catalysts (transition metal complexes of Ni, Co, Mn, etc.) and their activity in electrocatalytic reactions of aromatic C–H phosphonation in the presence of a phosphorus precursor, for example, dialkyl-H-phosphonate. Based on catalytic current growth of oxidation or reduction of the metal catalysts (CoII, MnII, NiII, MnII/NiII, MnII/CoII, and CoII/NiII), quantitative characteristics of the regeneration of catalysts were determined, for example, for MnII, NiII and MnII/NiII, CoII/NiII pairs. Calculations confirmed the previously made synthetic observations on the synergistic effect of certain metal ions in binary catalytic systems (MnIIbpy/NiIIbpy and NiIIbpy/CoIIbpy); for mixtures, the observed rate constants, or TOF, were 690 s−1 and 721 s−1, respectively, and product yields were higher for monometallic catalytic systems (up to 71% for bimetallic catalytic systems and ~30% for monometallic catalytic systems). In some cases, the appearance of pre-waves after adding H-phosphonates confirmed the preceding chemical reaction. It also confirmed the formation of metal phosphonates in the time scale of voltammetry, oxidizing or reducing at lower potentials than the original (RO)2P(O)H and metal complex, which could be used for fast diagnostics of metal ion and dialkyl-H-phosphonate interactions. Electrochemical transfer of an electron to (from) metal phosphonate generates a phosphonyl radical, which can then react with different arenes to give the products of aromatic C–H phosphonation.
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5

Shankar, Ravi, Meenal Asija, Nisha Singla, Gabriele Kociok-Köhn, and Kieran C. Molloy. "Synthesis, characterization and hydrolytic stability of diorganotin(IV)bis(O-alkyl alkylphosphonate)s." Canadian Journal of Chemistry 92, no. 6 (June 2014): 549–55. http://dx.doi.org/10.1139/cjc-2013-0486.

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Diorganotinbis(O-alkyl alkylphosphonate)s, R2Sn(O2P(OR1)R1)2 [R1 = Me, R = Me (1), Et (2), n-Bu (3); R1 = Et, R = Me (4), Et (5), n-Bu (6)] have been synthesized from the reaction between dimethyl/diethyl/di-n-butyltin dichloride and dialkyl alkylphosphonates, (R1O)2P(O)R1, in a solvent-free medium (120 °C, 18 h). X-ray crystal structure of 1 reveals two independent molecules in the unit cell that form one-dimensional polymeric motifs by virtue of bridging bidentate phosphonate groups. The structural attribute of each polymeric chain represents an orderly infinite array of -[Sn-O-P-O-]2 8-membered puckered cyclic rings with hexa-coordinated tin atoms. The structure of 2 resembles that of 1 and exhibits nearly identical structural parameters. The presence of C–H···O hydrogen bonding interactions involving P-OMe and (or) phosphonate (P=O) groups in both 1 and 2 afford the formation of two- and three-dimensional structural motifs, respectively. The phase purity and structural integrity of the bulk sample of 1 upon exposure to water has been ascertained by powder X-ray diffraction (XRD) and scanning electron microscopy (SEM). All the compounds reported herein have been characterized by IR and multinuclear (1H, 13C, 31P, 119Sn) NMR spectral studies.
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6

Voronkov, M. G., V. A. Pestunovich, N. F. Chernov, A. I. Albanov, E. F. Belogolova, L. V. Klyba, and A. E. Pestunovich. "Intramolecular O → Si donor-acceptor interaction in R2P(=O)CH2CH2SiF3 molecules: Synthesis of dialkyl [2-(trifluorosilyl)ethyl]phosphonate and bis[(chloromethyl)dimethylsilyl] styrylphosphonate." Russian Journal of General Chemistry 76, no. 10 (October 2006): 1554–61. http://dx.doi.org/10.1134/s1070363206100082.

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7

Sevrain, Charlotte M., Mathieu Berchel, Hélène Couthon, and Paul-Alain Jaffrès. "Phosphonic acid: preparation and applications." Beilstein Journal of Organic Chemistry 13 (October 20, 2017): 2186–213. http://dx.doi.org/10.3762/bjoc.13.219.

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The phosphonic acid functional group, which is characterized by a phosphorus atom bonded to three oxygen atoms (two hydroxy groups and one P=O double bond) and one carbon atom, is employed for many applications due to its structural analogy with the phosphate moiety or to its coordination or supramolecular properties. Phosphonic acids were used for their bioactive properties (drug, pro-drug), for bone targeting, for the design of supramolecular or hybrid materials, for the functionalization of surfaces, for analytical purposes, for medical imaging or as phosphoantigen. These applications are covering a large panel of research fields including chemistry, biology and physics thus making the synthesis of phosphonic acids a determinant question for numerous research projects. This review gives, first, an overview of the different fields of application of phosphonic acids that are illustrated with studies mainly selected over the last 20 years. Further, this review reports the different methods that can be used for the synthesis of phosphonic acids from dialkyl or diaryl phosphonate, from dichlorophosphine or dichlorophosphine oxide, from phosphonodiamide, or by oxidation of phosphinic acid. Direct methods that make use of phosphorous acid (H3PO3) and that produce a phosphonic acid functional group simultaneously to the formation of the P–C bond, are also surveyed. Among all these methods, the dealkylation of dialkyl phosphonates under either acidic conditions (HCl) or using the McKenna procedure (a two-step reaction that makes use of bromotrimethylsilane followed by methanolysis) constitute the best methods to prepare phosphonic acids.
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Dissertations / Theses on the topic "Phosphonate(arylhydrazonoalkyl o,o-dialkyl)"

1

Haelters, Jean-Pierre. "Synthèse de dérivés phosphono-indoliques-benzofuranniques et -pyrroliques à partir d'hydrazones phosphonates." Brest, 1987. http://www.theses.fr/1987BRES2002.

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Des derives phosphonoindoliques sont prepares par cyclisation d'arylhydrazones d'oxoalkylphosphonates selon fisher et par cyclodeshydratation d'arylamino-1 et arylamino-3 oxo-2 propylphosphonates selon bischler. Des indolyl-2 et indolyl-3 phosphonates, des indolylmethyl-2 et des indolylmethyl-3 phosphonates diversement substitues et leurs acides phosphoniques correspondants sont decrits. Toutes structures sont analysees par rmn **(1)h, **(31)p et 1**(3)c. L'analogue phosphore de l'intermediaire a aussi ete prepare. L'extention de la reaction de bischler aux aryloxycetones permet d'atteindre des benzofuryl-2 phosphonate et de benzofurylmethyl-3 phosphonates. Deux nouveaux reactifs sont utilises pour acceder aux arylaminocetones et aux aryloxycetones : les chloro-1 et chloro-3 methoxycarbonylhydrazono-2 propyl-phosphonates de diethyle, composes qui, traites en milieu basique, donnent des azoenes qui additionnent les anilines et les phenols. Ces azoenes additionnent aussi les carbanions, notamment les carbanions derives de cetones pour conduire, apres hydrolyse soit a des derives du pyrrole, soit a des dioxy-2, -5-alkylphosphonates precurseurs de cyclopentenones selon wittig-horner
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2

Ghribi, Abdellaziz. "Utilisation des organocuivreux, associés ou non à un acide de lewis, en synthèse asymétrique et dans la préparation des beta-cétophosphonates." Nancy 1, 1986. http://www.theses.fr/1986NAN10059.

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L'action des organocuprates associés à BF::(3) sur des acétals chiraux constitue une voie très originale de synthèse des alcools secondaires optiquement actifs. Les dianons des acides diethylphono 2 alcoiques réagissent avec les aldéhydes par réaction de wittig-horner et conduisent très stéréosélectivement aux acides alpha éthyléniques trisubstitués. L'action des organocuprates sur les chlorures d'acide diethylphosphono-2 alcanoïques, constitue une voie de synthèse très générale des beta cétiogisogibates alpha substitués
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