Electrochemical nitration with nitrite
| dc.contributor.author | Blum, Stephan P. | |
| dc.contributor.author | Nickel, Christean | |
| dc.contributor.author | Schäffer, Lukas | |
| dc.contributor.author | Karakaya, Tarik | |
| dc.contributor.author | Waldvogel, Siegfried R. | |
| dc.date.accessioned | 2022-10-25T09:17:58Z | |
| dc.date.available | 2022-10-25T09:17:58Z | |
| dc.date.issued | 2021 | |
| dc.description.abstract | Aromatic nitration has tremendous importance in organic chemistry as nitroaromatic compounds serve as versatile building blocks. This study represents the electrochemical aromatic nitration with NBu4NO2, which serves a dual role as supporting electrolyte and as a safe, readily available, and easy-to-handle nitro source. Stoichiometric amounts of 1,1,1-3,3,3-hexafluoroisopropan-2-ol (HFIP) in MeCN significantly increase the yield by solvent control. The reaction mechanism is based on electrochemical oxidation of nitrite to NO2, which initiates the nitration reaction in a divided electrolysis cell with inexpensive graphite electrodes. Overall, the reaction is demonstrated for 20 examples with yields of up to 88 %. Scalability is demonstrated by a 13-fold scale-up. | en_GB |
| dc.identifier.doi | http://doi.org/10.25358/openscience-8030 | |
| dc.identifier.uri | https://openscience.ub.uni-mainz.de/handle/20.500.12030/8045 | |
| dc.language.iso | eng | de |
| dc.rights | CC-BY-NC-ND-4.0 | * |
| dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/4.0/ | * |
| dc.subject.ddc | 540 Chemie | de_DE |
| dc.subject.ddc | 540 Chemistry and allied sciences | en_GB |
| dc.title | Electrochemical nitration with nitrite | en_GB |
| dc.type | Zeitschriftenaufsatz | de |
| jgu.journal.issue | 22 | de |
| jgu.journal.title | ChemSusChem | de |
| jgu.journal.volume | 14 | de |
| jgu.organisation.department | FB 09 Chemie, Pharmazie u. Geowissensch. | de |
| jgu.organisation.name | Johannes Gutenberg-Universität Mainz | |
| jgu.organisation.number | 7950 | |
| jgu.organisation.place | Mainz | |
| jgu.organisation.ror | https://ror.org/023b0x485 | |
| jgu.pages.end | 4940 | de |
| jgu.pages.start | 4936 | de |
| jgu.publisher.doi | 10.1002/cssc.202102053 | de |
| jgu.publisher.issn | 1864-564X | de |
| jgu.publisher.name | Wiley-VCH | de |
| jgu.publisher.place | Weinheim | de |
| jgu.publisher.year | 2021 | |
| jgu.rights.accessrights | openAccess | |
| jgu.subject.ddccode | 540 | de |
| jgu.type.dinitype | Article | en_GB |
| jgu.type.resource | Text | de |
| jgu.type.version | Published version | de |