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Artículos de revistas sobre el tema "Diphenylcarbene"

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Publicado: 25 de julio de 2024

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1

Griller, D., M. Majewski, W. G. McGimpsey, A. S. Nazran y J. C. Scaiano. "Reaction of diphenylcarbene with diphenyldiazomethane". Journal of Organic Chemistry 53, n.º 7 (abril de 1988): 1550–53. http://dx.doi.org/10.1021/jo00242a040.

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2

Bally, Thomas, Stephan Matzinger, Leo Truttman, Matthew S. Platz, Atnaf Admasu, Fabian Gerson, Anton Arnold y Reto Schmidlin. "Diphenylcarbene cation: electronic and molecular structure". Journal of the American Chemical Society 115, n.º 15 (julio de 1993): 7007–8. http://dx.doi.org/10.1021/ja00068a082.

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3

Chateauneuf, J. E. "Picosecond spectroscopic investigations of diphenylcarbene protonation". Research on Chemical Intermediates 20, n.º 2 (enero de 1994): 249–63. http://dx.doi.org/10.1163/156856794x00225.

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4

TOMIOKA, Hideo y Katsuyuki HIRAI. "Generation and Characterization of Persistent Triplet Diphenylcarbene." Journal of Synthetic Organic Chemistry, Japan 54, n.º 9 (1996): 783–93. http://dx.doi.org/10.5059/yukigoseikyokaishi.54.783.

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5

Savino, T. G., V. P. Senthilnathan y M. S. Platz. "Contrasting chemistry of diphenylcarbene and fluorenylidene in cyclohexane". Tetrahedron 42, n.º 8 (enero de 1986): 2167–80. http://dx.doi.org/10.1016/s0040-4020(01)90595-2.

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6

Dannenberg, J. J., Laura K. Vinson, M. Moreno y J. Bertran. "A molecular orbital study of phenylcarbene and diphenylcarbene". Journal of Organic Chemistry 54, n.º 23 (noviembre de 1989): 5487–91. http://dx.doi.org/10.1021/jo00284a020.

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7

Henkel, Stefan, Paolo Costa, Linda Klute, Pandian Sokkar, Miguel Fernandez-Oliva, Walter Thiel, Elsa Sanchez-Garcia y Wolfram Sander. "Switching the Spin State of Diphenylcarbene via Halogen Bonding". Journal of the American Chemical Society 138, n.º 5 (2 de febrero de 2016): 1689–97. http://dx.doi.org/10.1021/jacs.5b12726.

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8

Haider, K. W., Matthew S. Platz, Alain Despres, Violaine Lejeune y Eva Migirdicyan. "Triplet-triplet fluorescence and spin polarization: diphenylcarbene and dibenzocycloheptadienylidene". Journal of Physical Chemistry 94, n.º 1 (enero de 1990): 142–47. http://dx.doi.org/10.1021/j100364a021.

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9

Tanaka, Kazuyoshi, Tomonari Takeuchi, Kazunari Yoshizawa, Michio Toriumi y Tokio Yamabe. "Theoretical study on ferromagnetic interaction in stacked diphenylcarbene polymer". Synthetic Metals 44, n.º 1 (julio de 1991): 1–8. http://dx.doi.org/10.1016/0379-6779(91)91852-2.

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10

TOMIOKA, H. y K. HIRAI. "ChemInform Abstract: Generation and Characterization of Persistent Triplet Diphenylcarbene". ChemInform 28, n.º 10 (4 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199710243.

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11

Chateauneuf, John E. "Absolute Rate Constant for the Reaction of Diphenylcarbene with C60". Journal of the American Chemical Society 117, n.º 9 (marzo de 1995): 2677–78. http://dx.doi.org/10.1021/ja00114a044.

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12

Turro, Nicholas J., Yuan Cha y Ian R. Gould. "Temperature dependence of the reactions of singlet and triplet diphenylcarbene." Tetrahedron Letters 26, n.º 48 (enero de 1985): 5951–54. http://dx.doi.org/10.1016/s0040-4039(00)98269-8.

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13

Zayas, José y Matthew S. Platz. "The effect of oxygen on the matrix chemistry of diphenylcarbene". Tetrahedron Letters 26, n.º 24 (enero de 1985): 2853–56. http://dx.doi.org/10.1016/s0040-4039(00)98854-3.

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14

McDonald, Richard N. y Wei Yi Gung. "Generation, thermodynamics, and chemistry of the diphenylcarbene anion radical (Ph2C.cntdot.-)". Journal of the American Chemical Society 109, n.º 24 (noviembre de 1987): 7328–34. http://dx.doi.org/10.1021/ja00258a015.

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15

Horn, Keith A. y Bruce D. Allison. "The absorption spectrum and reactivity of excited triplet state diphenylcarbene". Chemical Physics Letters 116, n.º 2-3 (mayo de 1985): 114–18. http://dx.doi.org/10.1016/0009-2614(85)80137-8.

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16

Langan, J. G., E. V. Sitzmann y K. B. Eisenthal. "Inverse deuterium isotope effect in the intersystem crossing of diphenylcarbene". Chemical Physics Letters 124, n.º 1 (febrero de 1986): 59–62. http://dx.doi.org/10.1016/0009-2614(86)85013-8.

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17

Régimbald-Krnel, Michèle J. y Curt Wentrup. "Laser-Induced Carbene–Carbene Rearrangement in Solution: The Diphenylcarbene–Fluorene Rearrangement". Journal of Organic Chemistry 78, n.º 17 (13 de agosto de 2013): 8789–95. http://dx.doi.org/10.1021/jo401607m.

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18

McGarry, P. F., L. J. Johnston y J. C. Scaiano. "Kinetics and mechanism of the reaction of diphenylcarbene with [1.1.1]propellane". Journal of the American Chemical Society 111, n.º 10 (mayo de 1989): 3750–51. http://dx.doi.org/10.1021/ja00192a043.

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19

Knorr, Johannes, Pandian Sokkar, Paolo Costa, Wolfram Sander, Elsa Sanchez-Garcia y Patrick Nuernberger. "How Protic Solvents Determine the Reaction Mechanisms of Diphenylcarbene in Solution". Journal of Organic Chemistry 84, n.º 18 (25 de julio de 2019): 11450–57. http://dx.doi.org/10.1021/acs.joc.9b01228.

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20

Chateauneuf, J. E. "Exploratory laser flash photolysis investigations of diphenylcarbene reactivity in supercritical fluids". Research on Chemical Intermediates 20, n.º 2 (enero de 1994): 159–73. http://dx.doi.org/10.1163/156856794x00171.

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21

MAERKL, G., K. HOHENWARTER, M. L. ZIEGLER y B. NUBER. "ChemInform Abstract: Reaction of λ3-Phosphinines with Diphenylcarbene Generated from Diphenyldiazomethane." ChemInform 23, n.º 9 (22 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199209258.

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22

Hirai, Katsuyuki, Kana Bessho, Kosaku Tsujita y Toshikazu Kitagawa. "Diphenylcarbene Protected by Four ortho-Iodine Groups: An Unusually Persistent Triplet Carbene". Molecules 21, n.º 11 (15 de noviembre de 2016): 1545. http://dx.doi.org/10.3390/molecules21111545.

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23

Hirai, Katsuyuki, Takashi Iikubo y Hideo Tomioka. "Effects ofpara-Phenyl Group on the Reactivities of Sterically Congested Triplet Diphenylcarbene". Chemistry Letters 31, n.º 12 (diciembre de 2002): 1226–27. http://dx.doi.org/10.1246/cl.2002.1226.

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24

Nazran, A. S. y David Griller. "Reaction of diphenylcarbene with amines and the question of triplet-singlet equilibration". Journal of the American Chemical Society 107, n.º 16 (agosto de 1985): 4613–15. http://dx.doi.org/10.1021/ja00302a002.

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25

Murata, Shigeru, Tadashi Sugawara y Hiizu Iwamura. "Magnetic interaction of two diphenylcarbene units linked with an ethylenic double bond". Journal of the American Chemical Society 109, n.º 4 (febrero de 1987): 1266–67. http://dx.doi.org/10.1021/ja00238a058.

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26

Jones, Michelle B. y Matthew S. Platz. "The kinetics of the ylid-forming reaction between triplet diphenylcarbene and pyridine". Tetrahedron Letters 31, n.º 7 (enero de 1990): 953–56. http://dx.doi.org/10.1016/s0040-4039(00)94401-0.

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27

Bleuel, Elke, Olaf Gevert, Matthias Laubender y Helmut Werner. "Synthesis, Molecular Structure, and Reactivity of Indenylrhodium Complexes Containing Diphenylcarbene as Ligand†". Organometallics 19, n.º 16 (agosto de 2000): 3109–14. http://dx.doi.org/10.1021/om000188v.

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28

Ge, Yang, Yunxiang Lu, Zhijian Xu y Honglai Liu. "Controlling the spin state of diphenylcarbene via halogen bonding: A theoretical study". International Journal of Quantum Chemistry 118, n.º 15 (1 de marzo de 2018): e25616. http://dx.doi.org/10.1002/qua.25616.

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29

Costa, Paolo y Wolfram Sander. "1-Phenyl-1,2,4,6-cycloheptatetraene: the missing intermediate of the diphenylcarbene to fluorenerearrangement". Journal of Physical Organic Chemistry 28, n.º 2 (9 de octubre de 2014): 71–74. http://dx.doi.org/10.1002/poc.3355.

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30

Costa, Paolo y Wolfram Sander. "Hydrogen Bonding Switches the Spin State of Diphenylcarbene from Triplet to Singlet". Angewandte Chemie 126, n.º 20 (2 de abril de 2014): 5222–25. http://dx.doi.org/10.1002/ange.201400176.

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31

Jones, Michelle B., Vincent M. Maloney y Matthew S. Platz. "Reaction of phenylchlorocarbene and diphenylcarbene with the carbon-chlorine bond: kinetics and mechanisms". Journal of the American Chemical Society 114, n.º 6 (marzo de 1992): 2163–69. http://dx.doi.org/10.1021/ja00032a034.

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32

Izuoka, Akira, Shigeru Murata, Tadashi Sugawara y Hiizu Iwamura. "Ferro- and antiferromagnetic interaction between two diphenylcarbene units incorporated in the [2.2]paracyclophane skeleton". Journal of the American Chemical Society 107, n.º 6 (marzo de 1985): 1786–87. http://dx.doi.org/10.1021/ja00292a068.

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33

Barcus, Robert L., Matthew S. Platz y J. C. Scaiano. "Arrhenius parameters for hydrogen and chlorine atom abstraction reactions of triplet diphenylcarbene and dibenzocycloheptadienylidene". Journal of Physical Chemistry 91, n.º 3 (enero de 1987): 695–99. http://dx.doi.org/10.1021/j100287a040.

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34

Peon, Jorge, Dmitrii Polshakov y Bern Kohler. "Solvent Reorganization Controls the Rate of Proton Transfer from Neat Alcohol Solvents to Singlet Diphenylcarbene". Journal of the American Chemical Society 124, n.º 22 (junio de 2002): 6428–38. http://dx.doi.org/10.1021/ja017485r.

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35

Bleuel, Elke y Helmut Werner. "Diphenylcarbene rhodium complexes: of the halfsandwich type with (η5-C5H4SiMe3)Rh as a molecular unit". Comptes Rendus de l'Académie des Sciences - Series IIC - Chemistry 2, n.º 5-6 (mayo de 1999): 341–49. http://dx.doi.org/10.1016/s1387-1609(00)88544-8.

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36

JONES, M. B., V. M. MALONEY y M. S. PLATZ. "ChemInform Abstract: Reaction of Phenylchlorocarbene and Diphenylcarbene with the Carbon- Chlorine Bond: Kinetics and Mechanisms". ChemInform 23, n.º 27 (21 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199227115.

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37

Eliason, Robert. "Article". Canadian Journal of Chemistry 77, n.º 5-6 (1 de junio de 1999): 744–51. http://dx.doi.org/10.1139/v99-039.

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Resumen
Acid-catalyzed decomposition of diazodiphenylmethane (DDM) has been studied in DMSO containing varying amounts of water. The reaction was found to be first-order in DDM and first-order in acid. The Brønsted plot for a series of carboxylic acids is curved with the H+ point falling below the curve defined by the carboxylic acids. In near-anhydrous DMSO, kinetic hydrogen isotope effects (KIEs) are 1.7 and 1.6 for acetic acid and chloroacetic acid, respectively. The chloroacetic acid KIE increases with increasing water concentration, rising to 2.9 at 3.6 M water. As a function of [H2O], kHA for chloroacetic acid shows a sharply defined minimum occurring at 1 M water. This behavior and the water effect on KIE suggest that the carboxylic acid-catalyzed reactions in near-anhydrous DMSO do not use the ASE-2 mechanism attributed to the reaction of DDM in hydroxylic solvents. A mechanism, leading to an azoalkane, is suggested. Either directly or indirectly, this may lead to diphenylcarbene, which would account for the observed products: benzophenone, benzhydrol, and benzhydryl esters. For the H+ catalyzed decomposition of DDM in near-anhydrous DMSO, benzophenone is not found among the products, and we suggest that this reaction does not undergo a change in mechanism and continues to use the ASE-2 mechanism.Key words: decomposition mechanism, kinetics, solvent effect, reaction with carboxylic acids.
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38

Chateauneuf, John E. "Absolute Rate Constant for the Reaction of Diphenylcarbene with C60. [Erratum to document cited in CA122:238990]". Journal of the American Chemical Society 117, n.º 28 (julio de 1995): 7582. http://dx.doi.org/10.1021/ja00133a049.

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39

Savino, T. G., N. Soundararajan y M. S. Platz. "Confirmation of a large kinetic isotope effect in the low-temperature matrix reaction of diphenylcarbene with toluene". Journal of Physical Chemistry 90, n.º 5 (febrero de 1986): 919–23. http://dx.doi.org/10.1021/j100277a042.

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40

Costa, Paolo, Joel Mieres-Perez, Nesli Özkan y Wolfram Sander. "Activation of the B−F Bond by Diphenylcarbene: A Reversible 1,2-Fluorine Migration between Boron and Carbon". Angewandte Chemie International Edition 56, n.º 7 (10 de enero de 2017): 1760–64. http://dx.doi.org/10.1002/anie.201610179.

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41

Costa, Paolo, Joel Mieres-Perez, Nesli Özkan y Wolfram Sander. "Activation of the B−F Bond by Diphenylcarbene: A Reversible 1,2-Fluorine Migration between Boron and Carbon". Angewandte Chemie 129, n.º 7 (10 de enero de 2017): 1786–90. http://dx.doi.org/10.1002/ange.201610179.

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42

DESPRES, A., V. LEJEUNE, E. MIGIRDICYAN, A. ADMASU, M. S. PLATZ, G. BERTHIER, O. PARISEL, J. P. FLAMENT, I. BARALDI y F. MOMICCHIOLI. "ChemInform Abstract: Electronic Structure and Spectra of Diphenylcarbene Conformers in Their Ground State and Lower Excited States". ChemInform 25, n.º 14 (19 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199414044.

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43

Despres, A., V. Lejeune, E. Migirdicyan, A. Admasu, M. S. Platz, G. Berthier, O. Parisel, J. P. Flament, I. Baraldi y F. Momicchioli. "Study of the electronic structure and spectra of diphenylcarbene conformers in their ground state and lower excited states". Journal of Physical Chemistry 97, n.º 50 (diciembre de 1993): 13358–67. http://dx.doi.org/10.1021/j100152a048.

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44

KOGA, Noboru y Hiizu IWAMURA. "Generation of tetraphenylporphyrins and their zinc complexes carrying phenylmethylenyl groups. Exchange interaction between diphenylcarbene units through a porphyrin ring." NIPPON KAGAKU KAISHI, n.º 8 (1989): 1456–62. http://dx.doi.org/10.1246/nikkashi.1989.1456.

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45

Zayas, Jose y Matthew S. Platz. "The formation of an enantiomerically pure product of free radical coupling. The chemistry of diphenylcarbene in polycrystalline S-(+)-2-butanol". Journal of the American Chemical Society 107, n.º 24 (noviembre de 1985): 7065–69. http://dx.doi.org/10.1021/ja00310a050.

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46

Wilson, R. Marshall, Karlyn A. Schnapp y Wesley S. Patterson. "High-intensity, argon ion laser-jet photochemistry. Reactions between transient species: the addition of diphenylcarbene to the photoenol of 2-methylbenzophenone". Journal of the American Chemical Society 114, n.º 27 (diciembre de 1992): 10987–89. http://dx.doi.org/10.1021/ja00053a060.

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47

Kohtani, Shigeru, Chizuko Sugita y Michiya Itoh. "Resonance Energy Transfer from the Lowest Excited Triplet State of Diphenylcarbene to Dye Molecules: Utilization for the Characterization of the Triplet−Triplet Fluorescence". Journal of Physical Chemistry 100, n.º 45 (enero de 1996): 17735–39. http://dx.doi.org/10.1021/jp961881s.

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48

BUSYGINA, I. N., T. A. STROMNOVA, D. I. KOCHUBEI, M. YA BOTNIKOV y I. I. MOISEEV. "ChemInform Abstract: Substitution of a Carbonyl Group by a Carbene Ligand. Synthesis of Tetrakis(diphenylcarbene)tetraacetatotetrapalladium Pd4(μ-CPh2)4(. mu.-OAc)4." ChemInform 23, n.º 34 (21 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199234261.

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49

WILSON, R. M., K. A. SCHNAPP y W. S. PATTERSON. "ChemInform Abstract: High-Intensity, Argon Ion Laser-Jet Photochemistry. Reactions Between Transient Species: The Addition of Diphenylcarbene to the Photoenol of 2-Methylbenzophenone." ChemInform 24, n.º 18 (20 de agosto de 2010): no. http://dx.doi.org/10.1002/chin.199318113.

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50

Simon, John D. y Kevin S. Peters. "Determination of the heat of reaction for the formation of diphenylcarbene from diphenyldiazomethane using photoacoustic calorimetry [Erratum to document cited in CA99(11):87472W]". Journal of the American Chemical Society 110, n.º 10 (mayo de 1988): 3336. http://dx.doi.org/10.1021/ja00218a074.

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