- Relative Solution Electron Affinities of Selectively Deuteriated Pyrenes: Correlations between Voltammetric, Electron Paramagnetic Resonance, and Semiempirical PM3 Data
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The equilibrium isotope effects (EIE) for the one-electron transfer between pyrene and seven regioselectively deuteriated pyrene isotopic isomers in dimethylformamide with 0.1 M tetrabutylammonium hexafluorophosphate were measured electrochemically.These data correlate linearly with the free energies (ΔGo) obtained in tetrahydrofuran using electron paramagnetic resonance (EPR) techniques.However, the slope of the resulting line is not unity, and it indicates that the EIE in the DMF system is only two-thirds of that in the THF system.PM3 calculated ΔGo's, which would correspond to the gas phase electron transfers, also correlate linearly with both sets of experimental data, but the predicted magnitudes of the EIE's are smaller than those observed experimentally by either technique.The nonunity slopes probably reflect slight differences in ion solvation and/or ion association parameters between the anion radicals of the isotopic isomers.No general relationship between the EIE and the charge on the hydrogen/deuterium substituted carbon atom was found.
- Hammerich, Ole,,Nielsen, Merete, F.,Zuilhof, Han,Mulder, Patrick P. J.,Lodder, Gerrit,et al.
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- Rapid, microwave-assisted perdeuteration of polycyclic aromatic hydrocarbons
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A simple and convenient method for the perdeuteration of polycyclic aromatic hydrocarbons that does not require strong acid has been developed. Using commercially available reagents, the one-step procedure provides a new route to perdeuterated derivatives of both common and exotic polycyclic aromatic hydrocarbons. Microwave irradiation of the hydrocarbons in a solution of dimethylformamide-d7 containing potassium tert-butoxide affords rapid and essentially complete H/D exchange. For example, corannulene is converted to corannulene-d10 with >98% deuterium incorporation in just 1 h of microwave irradiation in a solution of t-BuOK/DMF-d7.
- Greene, Allison K.,Scott, Lawrence T.
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- An organic compound and an organic light emitting diode
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The present invention relates to a novel organic compound and an organic light emitting device comprising the same. More particularly, the present invention relates to an organic compound having an excellent life, efficiency, electrochemical stability and
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Paragraph 0152-0155
(2020/06/30)
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- METHOD FOR PREPARING DEUTERATED ORGARNIC COMPOUNDS AND DEUTERATED ORGARNIC COMPOUNDS PRODUCED BY THE SAME
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The present invention relates to a manufacturing method of a deuterated organic compound and a deuterated organic compound manufactured thereby. According to the manufacturing method of a deuterated organic compound, it is possible to provide a deuterated organic compound having an excellent deuterium conversion ratio. In addition, by using an aliphatic hydrocarbon solvent having 7 or more carbon atoms, it is possible to increase solubility of an organic compound, thereby increasing the deuterium conversion ratio.COPYRIGHT KIPO 2019
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Paragraph 0197-0200
(2019/08/21)
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- Arenium acid catalyzed deuteration of aromatic hydrocarbons
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The arenium acid [mesitylene-H]+ has been shown to be an extraordinarily active H/D exchange catalyst for the perdeuteration of polycyclic aromatic hydrocarbons. The reactions take place under ambient conditions in C6D6 as an inexpensive deuterium source. High isolated yields and excellent degrees of deuterium incorporation were achieved using the substrates p-terphenyl, fluoranthene, pyrene, triphenylene, and corannulene.
- Duttwyler, Simon,Butterfield, Anna M.,Siegel, Jay S.
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p. 2134 - 2138
(2013/04/10)
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- Efficient H-D exchange of aromatic compounds in near-critical D2O catalysed by a polymer-supported sulphonic acid
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Hydrogen atom exchange of aromatic compounds in neutral near-critical D2O has been improved by using a polymer-supported sulphonic acid catalyst. Phenol, aniline, quinoline, and substituted aromatic hydrocarbons are selectively ring-perdeuterated in high yields with insignificant by-product formation at 325 °C for 24 h in D2O/Deloxan.
- Boix, Carmen,Poliakoff, Martyn
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p. 4433 - 4436
(2007/10/03)
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- Hydrogen-deuterium exchange and rearrangement of polycyclic aromatic hydrocarbons in dilute acid medium at elevated temperatures
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The high temperature-dilute acid (HTDA) method has been applied to the preparation of perdeuterated polycyclic aromatic hydrocarbons.Naphthalene (1), 1-methylnaphthalene(2), 2-methylnaphthalene (3), anthracene (4), phenanthrene (5), chrysene (6), pyrene (7), benzanthracene (8), benzopyrene (9), 1,1'-binaphthyl (10), 1,2'-binaphthyl (11), and 2,2'-binaphthyl (12) have been perdeuterated in high yield in dilute DCl-D2O solutions at elevated temperatures (240-280 deg C). 2, 3, 10, 11, and 12 also rearrange.
- Werstiuk, Nick Henry,Timmins, George
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p. 3218 - 3220
(2007/10/02)
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