- Evidence for two competing mechanisms in regeneration of 2-(2,4-dinitrobenzyl)pyridine from its enamine tautomer
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Kinetic effects of pressure on the title reaction were studied. The reaction was insensitive to a change in pressure at 0.1 MPa, however, it was accelerated by an increase in pressure at P > 100 MPa, showing the existence of two reaction routes with and without solvent participation. Viscosity-induced retardations observed in highly viscous media supported intervention of solvent molecules at high pressures.
- Kira, Nobuhiro,Takahashi, Toru,Ohga, Yasushi,Asano, Tsutomu
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- TAUTOMERISM OF 2-(2,4-DINITROBENZYL)PYRIDINE
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The Equilibrium constans for imine-enamine and aci-nitro tautomerism of 2-(2,4-dinitrobenzyl)pyridine have been determined as 7.5E-9 and 3E-14 respectively.
- O'Ferrall, Rory A. More,Quirke, Anne P.
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- Efficient Selenium-Catalyzed Selective C(sp3)?H Oxidation of Benzylpyridines with Molecular Oxygen
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An efficient selenium-catalyzed direct oxidation of benzylpyridines in aqueous DMSO has been successfully developed by using molecular oxygen as the oxidant. A variety of benzoylpyridines with broad functional group tolerance were obtained in modest to excellent yields and with exclusive chemoselectivity. (Figure presented.).
- Jin, Weiwei,Zheng, Poonnapa,Wong, Wing-Tak,Law, Ga-Lai
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supporting information
p. 1588 - 1593
(2017/05/05)
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- Vicarious nucleophilic substitution of (chloroalkyl)heterocycles with nitroarenes
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The vicarious nucleophilic substitution of potassium carbanions of the (chloromethyl)pyridines 1a and 1b, (chloromethyl)benzothiazole 1c, (chloromethyl)thiazole 1d, (chloroethyl)thiazole 1e and (chloroethyl) benzothiazole 1f wit nitroarenes, leading to ni
- Florio, Saverio,Lorusso, Patrizia,Luisi, Renzo,Granito, Catia,Ronzini, Ludovico,Troisi, Luigino
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p. 2118 - 2124
(2007/10/03)
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- Proton-Transfer Processes in Well-Defined Media: Experimental Investigation of Photoinduced and Thermal Proton-Transfer Processes in Single Crystals of 2-(2,4-Dinitrobenzyl)pyridine Derivatives
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A detailed spectroscopic study of photoinduced and thermally activated proton-transfer processes for a series of different crystals of 2-(2,4-dinitrobenzyl)pyridine derivatives has been performed.The quantitative analysis of ground- and excited-state activation barriers and preexponential factors in deuterated and nondeuterated crystals shows clearly that the observed photochromism is linked to a proton-transfer process.Furthermore, it is clearly seen that the supramolecular environment of the transferred proton participates in the proton-transfer process.These supramolecular effects control the relative rates and efficiencies of the observed proton-transfer processes in both the ground and excited state, yielding, at room temperature, photoproducts having lifetimes ranging between hours and weeks.At least two proton-accepting groups may be active in the abstraction of the proton from its relatively stable benzylic position.Additionally, low-temperature measurements of proton-transfer processes show that tunneling processes prevail at temperatures below 100 K only in the excited state.No evidence for tunneling could be found for ground-state processes.
- Scherl, Michael,Haarer, Dietrich,Fischer, Jean,DeCian, Andre,Lehn, Jean-Marie,Eichen, Yoav
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p. 16175 - 16186
(2007/10/03)
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- Long-lived Photoinduced Proton Transfer Processes
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Irradiation of the phenanthroline-dinitrobenzyl compound 3 generates, via a photoinduced proton transfer process, a long-lived tautomer having a lifetime about 5*103 times longer than that of the parent compound 1a.
- Eichen, Yoav,Lehn, Jean-Marie,Scherl, Michael,Haarer, Dietrich,Casalegno, Roger,et al.
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p. 713 - 714
(2007/10/02)
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