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DC Field | Value | Language |
---|---|---|
dc.citation.endPage | 1032 | - |
dc.citation.number | 11 | - |
dc.citation.startPage | 1027 | - |
dc.citation.title | JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | - |
dc.citation.volume | 25 | - |
dc.contributor.author | Lee, Young-Gi | - |
dc.contributor.author | Moerdyk, Jonathan P. | - |
dc.contributor.author | Bielawski, Christopher W. | - |
dc.date.accessioned | 2023-12-22T04:37:25Z | - |
dc.date.available | 2023-12-22T04:37:25Z | - |
dc.date.created | 2020-07-10 | - |
dc.date.issued | 2012-11 | - |
dc.description.abstract | The propensity of a stable N,N'-diamidocarbene (DAC) to react with various heteroallenes was explored. The DAC condensed with 4-nitrophenyl azide as well as 4-nitrophenyl isothiocyanate to afford the respective acyclic triazene or zwitterionic dihydropyrimidinium imidothiolate products. Treating the DAC with two equivalents of 3-nitrophenyl isocyanate afforded an iminooxazolidinone rather than the expected hydantoin. Similarly, the addition of diphenylketene to the DAC afforded a dioxolane product, whereas analogous reactions involving N-heterocyclic carbenes (NHCs) resulted in betaine adducts. Although the DAC as well as various diaminocarbenes condensed with 2,6-dimethoxyphenyl nitrile N-oxide to afford the respective nitrosoethylenes, only the six-membered DAC and NHC adducts rearranged to the corresponding nitrones at elevated temperature. | - |
dc.identifier.bibliographicCitation | JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, v.25, no.11, pp.1027 - 1032 | - |
dc.identifier.doi | 10.1002/poc.3004 | - |
dc.identifier.issn | 0894-3230 | - |
dc.identifier.scopusid | 2-s2.0-84876934789 | - |
dc.identifier.uri | https://scholarworks.unist.ac.kr/handle/201301/33117 | - |
dc.identifier.url | https://onlinelibrary.wiley.com/doi/full/10.1002/poc.3004 | - |
dc.identifier.wosid | 000310486900021 | - |
dc.language | 영어 | - |
dc.publisher | WILEY | - |
dc.title | Exploring the nucleophilicity of N,N '-diamidocarbenes: Heteroallenes and related compounds as coupling reagents | - |
dc.type | Article | - |
dc.description.isOpenAccess | FALSE | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic; Chemistry, Physical | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.type.docType | Article | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.subject.keywordAuthor | diamidocarbene | - |
dc.subject.keywordAuthor | N-heterocyclic carbene | - |
dc.subject.keywordAuthor | dimethoxycarbene | - |
dc.subject.keywordAuthor | triazene | - |
dc.subject.keywordAuthor | imidothioate | - |
dc.subject.keywordAuthor | oxazolidinone | - |
dc.subject.keywordAuthor | nitrile oxide | - |
dc.subject.keywordAuthor | nitrone | - |
dc.subject.keywordAuthor | ketene | - |
dc.subject.keywordAuthor | heteroallene | - |
dc.subject.keywordPlus | N-HETEROCYCLIC CARBENE | - |
dc.subject.keywordPlus | INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION | - |
dc.subject.keywordPlus | NITRILE OXIDES | - |
dc.subject.keywordPlus | HIGHLY EFFICIENT | - |
dc.subject.keywordPlus | AMBIDENT DIPOLES | - |
dc.subject.keywordPlus | NITROUS-OXIDE | - |
dc.subject.keywordPlus | BOND-CLEAVAGE | - |
dc.subject.keywordPlus | ISOCYANATES | - |
dc.subject.keywordPlus | ISOTHIOCYANATES | - |
dc.subject.keywordPlus | KETENES | - |
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