- 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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- Preparative supercritical deuterium exchange in arenes and heteroarenes
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Deuterated homo- and heterocyclic aromatic substrates bearing various functionalities were prepared by isotope exchange in supercritical deuterium oxide, with little or no formation of byproducts. Equilibration was attained rapidly (1-24 hrs), and deuterium exchange extended to alpha positions of alkyl homologs. Nitro- and haloarenes, thioethers, telluroethers, and some heterocyclic substrates were unstable.
- Junk, Thomas,Catallo, W. James
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p. 3445 - 3448
(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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