,, ... und ehrt mir ihre Kunst!“ – Evaluierung historischer und neuer Synthesewege zu 1,5-Dihydroxy-6-oxo-1,6-dihydropyridin-2-carbonsäure und 1,3-Dihydroxy-2-oxo-3-pyrrolin-4-carbonsäure
| dc.contributor.author | Wiedemann, Dennis | |
| dc.contributor.author | Grohmann, Andreas | |
| dc.date.accessioned | 2016-09-13T12:02:45Z | |
| dc.date.available | 2016-09-13T12:02:45Z | |
| dc.date.issued | 2009 | |
| dc.description.abstract | The historical and recent literature describing synthetical pathways to the title compds. is comprehensively summarized and evaluated. Routes via 2,5-dioxoadipic acid or 2,5-dihydroxymuconic acid as intermediates could not be followed reproducibly. 3-Hydroxy-2-oxo-2H-pyran-6-carboxylic acid and Et 3-hydroxy-2-oxo-3-pyrroline-4-carboxylate (I) were fully characterized by spectroscopic methods and single-crystal x-ray diffraction. Both compds. have an enolic structure in soln. as well as in the solid state. A recently published ring-closing metathesis (RCM) protocol to a deriv. of the first title compd. was unproductive in the authors' hands. The authors present a new two-step synthesis of the similarly substituted 5-hydroxy-6-oxo-1,6-dihydropyridine-2-carboxamide (II) using succinyl cyanide. The product was identified and characterized by spectroscopic methods and x-ray crystallog. [on SciFinder(R)] | en |
| dc.identifier.eissn | 1865-7117 | |
| dc.identifier.issn | 0932-0776 | |
| dc.identifier.uri | https://depositonce.tu-berlin.de/handle/11303/5897 | |
| dc.identifier.uri | http://dx.doi.org/10.14279/depositonce-5490 | |
| dc.language.iso | en | |
| dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/3.0/ | |
| dc.subject.ddc | 540 Chemie und zugeordnete Wissenschaften | de |
| dc.subject.other | lanthanoid chelators | en |
| dc.subject.other | 1,2-HOPO | en |
| dc.subject.other | 2,5-Dioxohexanedioic acid | en |
| dc.subject.other | 2,5-Dioxohexanedinitrile | en |
| dc.subject.other | 5-Hydroxy-6-oxo-1,6-dihydropyridine-2-carboxamide | en |
| dc.title | ,, ... und ehrt mir ihre Kunst!“ – Evaluierung historischer und neuer Synthesewege zu 1,5-Dihydroxy-6-oxo-1,6-dihydropyridin-2-carbonsäure und 1,3-Dihydroxy-2-oxo-3-pyrrolin-4-carbonsäure | de |
| dc.title.translated | "... and honour their art!" – evaluation of historical and new routes to 1,5-dihydroxy-6-oxo-1,6-dihydropyridine-2-carboxylic acid and 1,3-dihydroxy-2-oxo-3-pyrroline-4-carboxylic acid. | en |
| dc.type | Article | en |
| dc.type.version | publishedVersion | en |
| dcterms.bibliographicCitation.doi | 10.1515/znb-2009-11-1206 | |
| dcterms.bibliographicCitation.issue | 11-12 | |
| dcterms.bibliographicCitation.journaltitle | Zeitschrift für Naturforschung : B, a journal of chemical sciences | en |
| dcterms.bibliographicCitation.originalpublishername | De Gruyter | en |
| dcterms.bibliographicCitation.originalpublisherplace | Berlin | en |
| dcterms.bibliographicCitation.pageend | 1288 | |
| dcterms.bibliographicCitation.pagestart | 1276 | |
| dcterms.bibliographicCitation.volume | 64 | |
| tub.accessrights.dnb | free | |
| tub.affiliation | Fak. 2 Mathematik und Naturwissenschaften::Inst. Chemie::FG Anorganische Chemie - Festkörper- und Materialchemie | de |
| tub.affiliation.faculty | Fak. 2 Mathematik und Naturwissenschaften | de |
| tub.affiliation.group | FG Anorganische Chemie - Festkörper- und Materialchemie | de |
| tub.affiliation.institute | Inst. Chemie | de |
| tub.publisher.universityorinstitution | Technische Universität Berlin |
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