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DC Field | Value | Language |
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dc.citation.endPage | 4578 | - |
dc.citation.number | 20 | - |
dc.citation.startPage | 4569 | - |
dc.citation.title | ORGANOMETALLICS | - |
dc.citation.volume | 29 | - |
dc.contributor.author | Hudnall, Todd W. | - |
dc.contributor.author | Tennyson, Andrew G. | - |
dc.contributor.author | Bielawski, Christopher W. | - |
dc.date.accessioned | 2023-12-22T06:41:34Z | - |
dc.date.available | 2023-12-22T06:41:34Z | - |
dc.date.created | 2020-07-13 | - |
dc.date.issued | 2010-10 | - |
dc.description.abstract | Condensation of N,N'-dimesitylformamidine with phthaloyl chloride afforded 1 center dot HCl, which, upon treatment with base, afforded 2,4-dimesitylbenzo[e][1,3]diazepin-1,5-dione-2-ylidene (1), a seven-membered N,N'-diamidocarbene (DAC), in high yield (85%). The free DAC was used to synthesize four new, late transition metal complexes: [Rh(cod)(1)Cl] (2a) (cod = 1,5-cyclooctadiene), [Ir(cod)(1)Cl] (2b), [Rh(CO)(2)(1)Cl] (3a), and [1-AuCl] (5). The Tolman electronic parameter (TEP) of 1 was calculated to be 2047 cm(-1) from the IR spectrum of 3a. This TEP value is approximately 10 cm(-1) than known DACs and 5 cm(-1) lower than known imidazol-2-ylidenes, indicating that DAC 1 is a relatively strong electron donor. Additionally, electrochemical analyses of 2a and 2b corroborated the IR data obtained on 3a and revealed E-1/2 values that were shifted cathodically by ca. 0.16 V when compared to analogous complexes supported by N-heterocyclic carbenes. The gold complex 5 was found to catalyze the hydration of phenylacetylene, affording acetophenone in yields up to 78% after 12 h at 80 C at a catalyst loading of 2 mol %. Treatment of 1 with 2,6-dimethylphenylisocyanide afforded N, N'-diamidoketenimine 4 as a thermally robust, crystalline solid. | - |
dc.identifier.bibliographicCitation | ORGANOMETALLICS, v.29, no.20, pp.4569 - 4578 | - |
dc.identifier.doi | 10.1021/om1007665 | - |
dc.identifier.issn | 0276-7333 | - |
dc.identifier.scopusid | 2-s2.0-77958087584 | - |
dc.identifier.uri | https://scholarworks.unist.ac.kr/handle/201301/33223 | - |
dc.identifier.url | https://pubs.acs.org/doi/abs/10.1021/om1007665 | - |
dc.identifier.wosid | 000282930900023 | - |
dc.language | 영어 | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.title | A Seven-Membered N,N '-Diamidocarbene | - |
dc.type | Article | - |
dc.description.isOpenAccess | FALSE | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Inorganic & Nuclear; Chemistry, Organic | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.type.docType | Article | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.subject.keywordPlus | RHODIUM | - |
dc.subject.keywordPlus | ACTIVATION | - |
dc.subject.keywordPlus | STABILITY | - |
dc.subject.keywordPlus | N-HETEROCYCLIC CARBENE | - |
dc.subject.keywordPlus | TRANSITION-METAL-COMPLEXES | - |
dc.subject.keywordPlus | ALKYL AMINO CARBENES | - |
dc.subject.keywordPlus | ELECTRONIC-PROPERTIES | - |
dc.subject.keywordPlus | IRIDIUM COMPLEXES | - |
dc.subject.keywordPlus | LIGANDS | - |
dc.subject.keywordPlus | CATALYSTS | - |
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