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Relevant bibliographies by topics / Β-X elimination

Academic literature on the topic 'Β-X elimination'

Author: Grafiati

Published: 10 December 2022

Last updated: 29 January 2023

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Journal articles on the topic "Β-X elimination"

1

Viola, Luis, and Rita H. de Rossi. "Effect of cyclodextrin on elimination reactions." Canadian Journal of Chemistry 77, no. 5-6 (June 1, 1999): 860–67. http://dx.doi.org/10.1139/v99-085.

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The reaction of 1-bromo-2-X-2-(Y-phenyl) ethane derivatives (1: X = Y = H; 2: X = Ph, Y = H; 3: X = H, Y = 4-Ac; 4: X = H, Y = 3-NO2; 5: X = H, Y = 4-NO2; 6: X = H, Y = 3-Me; 7: X = H, Y = 4-Me) in basic solution was studied, and in most cases, only the elimination product is formed. Only (2-bromo-1-phenylethyl)benzene, 2, yielded significant substitution product, and this yield decreased with the concentration of HO-. Addition of cyclodextrin (β-CD) diminished (about half for 0.02 M cyclodextrin concentration) the reaction rate of all substrates but 4 and 5. In the latter two cases, the rate rises. The observed rate-constant value at 0.5 M NaOH is 6.78 × 10-4 s-1 (at 40°C) and 1.80 × 10-3 s-1 (at 25°C) for 4 and 5, respectively. Under the same reaction conditions but with 0.01 M β-CD, the corresponding rates were 7.70 × 10-4 s-1 and 5.20 × 10-3 s-1. The elimination yield for 2 increased from 64 to 98% when the β-CD changed from zero to 0.02 M at 0.5 M NaHO. Also, there was an increase in the relative elimination products of 20-40% for compounds 6 and 7. The Hammet ρ values were 1.3 and 2.3 for the reaction in pure solvent and in the presence of β-cyclodextrin, indicating an increase in the negative character of the transition state for the reactions in the latter conditions. The results are interpreted in terms of the formation of an inclusion complex whose structure depends on the substrate.Key words: cyclodextrin, elimination reactions, inhibition, catalysis.

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2

Rufanov, Konstantin A., Dominique M. M. Freckmann, Heinz-Jürgen Kroth, Stefan Schutte, and Herbert Schumann. "Studies on the Thermolysis of Ether-Stabilized Lu(CH2SiMe3)3. Molecular Structure of Lu(CH2SiMe3)3(THF)(diglyme)." Zeitschrift für Naturforschung B 60, no. 5 (May 1, 2005): 533–37. http://dx.doi.org/10.1515/znb-2005-0509.

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Lu(CH2SiMe3)3(THF)2 (2) decomposes slowly at room temperature with formation of Me4Si. In order to understand the mechanism of this elimination process, Lu(CH2SiMe3)3([D8]-THF)2 (1), Lu(CH2SiMe3)3(THF)(DME) (3), and Lu(CH2SiMe3)3(THF)(diglyme) (4) were prepared. The results of 1H NMR spectroscopic studies of the decomposition in solution exclude an α- as well as a β -H elimination mechanism and point towards a γ -H elimination. The molecular structure of 4 has been determined by single crystal X-ray diffraction.

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3

Xu, Yuming, Herbert W. Roesky, Frank Schrumpf, and Mathias Noltemeyer. "Substitutionsreaktionen am Niobtetrafluorid-Komplex (η5-C5Me5)NbF4 / Substitution Reactions on the Tetrafluoro Niobium Complex (η5-C5Me5)NbF4." Zeitschrift für Naturforschung B 45, no. 4 (April 1, 1990): 423–26. http://dx.doi.org/10.1515/znb-1990-0403.

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Cp*NbF4 (1) (Cp* = η5-C5Me5) reacts with lithium salts of β-diketones under elimination of LiF to form the chelate complexes (2) and (3). The X-ray crystal structure of 3 was investigated and is compared with the homologous tantalum compound.

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4

Harrington, Laura E., James F. Britten, and Michael J. McGlinchey. "Ferrocenyl-penta-(β-naphthyl)benzene Synthesis, structure, and dynamic behaviour." Canadian Journal of Chemistry 81, no. 11 (November 1, 2003): 1180–86. http://dx.doi.org/10.1139/v03-104.

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3-Ferrocenyl-2,4,5-tri-(β-naphthyl)cyclopentadienone undergoes a DielsAlder reaction with di-(β-naphthyl) acetylene to yield, after elimination of carbon monoxide, ferrocenyl-penta-(β-naphthyl)benzene (4). 1H and 13C variable-temperature NMR studies on 4 reveal the existence of multiple diastereoisomers at low temperature. These data are interpreted in terms of slowed rotation of the naphthyl groups, and are supported by the X-ray crystal structure of 4, which exhibits disorder at three of the naphthyl sites.Key words: sterically crowded molecules, hindered rotations, crystallography, NMR.

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5

Stockland Jr., Robert A., Gordon K. Anderson, Nigam P. Rath, Janet Braddock-Wilking, and J. Christopher Ellegood. "Synthesis of the complexes [PdCIR(cod)] (R = benzyl, ethyl; cod = 1,5-cyclooctadiene). β-Elimination from [PdCIEt(cod)] to give the η1,η2 and η3 isomers of [Pd2(μ-Cl)2(C8H13)2]." Canadian Journal of Chemistry 74, no. 11 (November 1, 1996): 1990–97. http://dx.doi.org/10.1139/v96-226.

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Treatment of [PdCl2(cod)] with tetrabenzyltin gives the benzylpalladium complex [PdCl(CH2Ph)(cod)] (cod = 1,5-cyclooctadiene), 1a, whose structure has been determined by X-ray crystallography. It adopts approximate square-planar geometry, with the double bonds perpendicular to the square plane. The corresponding ethylpalladium derivative 1b has been prepared by a similar method, but it is considerably less stable. It decomposes by (β-elimination to produce ethene and a transient hydride complex, which either undergoes migratory insertion to give [Pd2(μ-Cl)2(η1,η2-C8H13)2], 2a, or dinuclear reductive elimination with a second molecule of 1b to produce ethane, [PdCl2(cod)], free cyclooctadiene, and palladium metal. Complex 2a has also been prepared by reaction of [PdCl2(cod)] with NaBH4. At higher temperatures 2a converts to an equilibrium mixture with its η3-allyl isomer, 2b. Reactions of [PdCl2(cod)] or K2PdCl4 in the presence of cyclooctadiene in aqueous solution to produce 2a or 2b have also been investigated. Key words: palladium, diene complexes, allyl complexes, isomerization, β-elimination.

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6

Steiner, Norbert, Ulrich Nagel, and Wolfgang Beck. "Metallkomplexe mit biologisch wichtigen Liganden, XLVIII [1]. Palladium(II)- und Platin(II)-Komplexe mit α,β-Dehydro- und β-Chlor-α-aminosäurederivaten sowie mit O-Acetyl-L-serin / Metal Complexes with Biologically Important Ligands, XLVIII [1] Palladium(II)- and Platinum(II)-Complexes of α,β-Dehydro- and β-Chloro-α-amino Acid Derivatives and of O-Acetyl-L-serine." Zeitschrift für Naturforschung B 43, no. 11 (November 1, 1988): 1453–60. http://dx.doi.org/10.1515/znb-1988-1110.

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The preparation and spectroscopic data of the complexes cis- and trans- CL2M(NH2C(CO2Et)=C<) , (1) (M - Pd. Pt), trans-Cl2Pd(NH2CH(CH2Cl)CO2CH3)2 (2), trans- Cl2Pd(NH2CH(CH2OAc)CO2)2 (3) and trans-Cl2Pt(Gly-β-Cl-AlaOMe)2 (4) are reported. The structures of l a and 2 have been determined by X-ray structure analysis. Elimination of hydrogen chloride from 4 gives the dehydrodipeptide complex 5.

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7

Tran, Van T., John A. Gurak, Kin S. Yang, and Keary M. Engle. "Activation of diverse carbon–heteroatom and carbon–carbon bonds via palladium(ii)-catalysed β-X elimination." Nature Chemistry 10, no. 11 (August 20, 2018): 1126–33. http://dx.doi.org/10.1038/s41557-018-0110-z.

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8

Cundari, Thomas R., and Christopher D. Taylor. "Olefin Insertion and Subsequent β-X Elimination from a Pentacoordinate Tantalum Complex. A Density Functional Theory Study." Organometallics 22, no. 20 (September 2003): 4047–59. http://dx.doi.org/10.1021/om0303606.

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9

Strazisar, Stephanie A., and Peter T. Wolczanski. "Insertion of H2CCHX (X = F, Cl, Br, OiPr) into (tBu3SiO)3TaH2and β-X-Elimination from (tBu3SiO)3HTaCH2CH2X (X = OR): Relevance to Ziegler−Natta Copolymerizations." Journal of the American Chemical Society 123, no. 20 (May 2001): 4728–40. http://dx.doi.org/10.1021/ja003315n.

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10

Jones, Jane H., Bohumil Štíbr, John D. Kennedy, and Mark Thornton-Pett. "Ten-Vertex Polyhedral Monocarbaborane Chemistry. The Novel High-Yield Formation of the Ten-Vertex closo Compound [6-(PMe2Ph)-closo-1-CB9H9] from the Thermolysis of [8,8-(PMe2Ph)2-nido-8,7-PtCB9H11]." Collection of Czechoslovak Chemical Communications 58, no. 12 (1993): 2924–35. http://dx.doi.org/10.1135/cccc19932924.

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Thermolysis of [8,8-(PMe2Ph)2-nido-8,7-PtCB9H11] in boiling toluene solution results in an elimination of the platinum centre and cluster closure to give the ten-vertex closo species [6-(PMe2Ph)-closo-1-CB9H9] in 85% yield as a colourles air stable solid. The product is characterized by NMR spectroscopy and single-crystal X-ray diffraction analysis. Crystals (from hexane-dichloromethane) are monoclinic, space group P21/c, with a = 903.20(9), b = 1 481.86(11), c = 2 320.0(2) pm, β = 97.860(7)° and Z = 8, and the structure has been refined to R(Rw) = 0.045(0.051) for 3 281 observed reflections with Fo > 2.0σ(Fo). The clean high-yield elimination of a metal centre from a polyhedral metallaborane or metallaheteroborane species is very rare.

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Book chapters on the topic "Β-X elimination"

1

Gaumont, A. C., and M. Gulea. "Elimination from β-Heteroatom-Substituted Alkylphosphonates." In Ene-X Compounds (X=S, Se, Te, N, P), 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00756.

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2

Ono, N. "Elimination Reactions of β-Substituted Nitro Compounds." In Ene-X Compounds (X=S, Se, Te, N, P), 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00454.

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3

Ono, N. "Elimination of Acids from β-Nitro Esters." In Ene-X Compounds (X=S, Se, Te, N, P), 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00456.

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4

Ono, N. "Elimination of HX from β-Nitro Halides." In Ene-X Compounds (X=S, Se, Te, N, P), 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00457.

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5

Ono, N. "Elimination from β-Nitro Sulfides and Sulfoxides." In Ene-X Compounds (X=S, Se, Te, N, P), 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00459.

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6

Gaumont, A. C., and M. Gulea. "Elimination from β-Heteroatom-Substituted Alkylphosphinic Esters." In Ene-X Compounds (X=S, Se, Te, N, P), 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00779.

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7

Gaumont, A. C., and M. Gulea. "Elimination from β-Heteroatom-Substituted Alkylphosphine Oxides." In Ene-X Compounds (X=S, Se, Te, N, P), 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00788.

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8

Ono, N. "Elimination from α-Nitro Selenoxides and β-Nitro Selenoxides." In Ene-X Compounds (X=S, Se, Te, N, P), 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-033-00460.

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