Eisenhofer, Anna and Wille, Uta and Koenig, Burkhard (2017) Nitrosonium-Mediated Phenol-Arene Cross-Coupling Involving Direct C-H Activation. AUSTRALIAN JOURNAL OF CHEMISTRY, 70 (4). pp. 407-412. ISSN 0004-9425, 1445-0038
Full text not available from this repository. (Request a copy)Abstract
The nitrosonium ion (NO+) is a highly versatile nitration and nitrosation reagent, as well as a strong one-electron oxidant. Herein, we describe an environmentally benign and mild method for the in situ formation of NO+ from readily available inorganic nitrate salts, i.e. lithium nitrate, through a finely tuned interplay between formic acid and MeOH, which are used as the solvent system. This methodology was applied to the NO+-induced oxidative C-H activation of methoxy-substituted phenols, which are versatile lignin-derived aromatic feedstocks, to achieve C-C cross-coupling reactions with arenes. The regeneration of NO+ by atmospheric molecular oxygen enables substoichiometric use of the nitrate.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | AROMATIC NITRATION; ELECTRON-TRANSFER; PHOTOREDOX CATALYSIS; NITROGEN-DIOXIDE; NO3 RADICALS; FORMIC-ACID; CHEMISTRY; CATION; FLUOROALCOHOLS; ACETONITRILE; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 14 Dec 2018 12:57 |
| Last Modified: | 26 Feb 2019 15:01 |
| URI: | https://pred.uni-regensburg.de/id/eprint/52 |
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