Matches in SemOpenAlex for { <https://semopenalex.org/work/W2087594178> ?p ?o ?g. }
Showing items 1 to 100 of
100
with 100 items per page.
- W2087594178 endingPage "3445" @default.
- W2087594178 startingPage "3439" @default.
- W2087594178 abstract "The thermal decomposition of N‘-[(cyanoaryl)oxy]imidoyl azides with various substituted benzenes (OCH3, NHCOCH3, C(CH3)3, p-xylene, CH3, H, Cl, CO2CH3, NO2) has been studied in detail. With electron-rich aromatic nuclei, the addition of a nitrene yields a benzenonium ion (3) intermediate. Benzaziridine (1) and/or 3 intermediate is formed from benzene. Electron-poor aromatic nuclei generated only intermediate 1, in which no benzenonium diradical is formed. Intermediate 3 is stabilized by extended conjugation through an extra resonance structure. For electron-rich aromatic compounds at 65−120 °C, the thermodynamically-controlled products, N-arylisoureas ((Z)-NH-Ar), were produced in very high yield. Azepenes (the kinetically-controlled products) were detected by neither 1H-NMR nor a trapping experiment using tetracyanoethylene (TCNE). In the case of benzene 95% azepene was produced, which at 80 °C converted to isourea (k = 7.0 × 10-5 s-1). The ortho/para ratio resembles that of electrophilic aromatic substitution reactions. The Hammett plot of log kX/kH or log fP versus σ+-values showed excellent correlation, with ρ+-values of −2.80 and −3.10, respectively (poor correlation resulted with σ-values). The Hammett ρ+- or ρ-values are inconsistent with a radical mechanism for these reactions." @default.
- W2087594178 created "2016-06-24" @default.
- W2087594178 creator A5039946437 @default.
- W2087594178 creator A5050868718 @default.
- W2087594178 date "1996-01-01" @default.
- W2087594178 modified "2023-09-25" @default.
- W2087594178 title "Functionalization of Phenyl Rings by Imidoylnitrenes. 2. Cycloaddition or Electrophilic Aromatic Substititution?" @default.
- W2087594178 cites W1979022196 @default.
- W2087594178 cites W2006944784 @default.
- W2087594178 cites W2022164252 @default.
- W2087594178 cites W2036690471 @default.
- W2087594178 cites W2056303381 @default.
- W2087594178 cites W2061136279 @default.
- W2087594178 cites W2082167360 @default.
- W2087594178 cites W2158372309 @default.
- W2087594178 cites W2312568413 @default.
- W2087594178 cites W2319583306 @default.
- W2087594178 cites W2321537414 @default.
- W2087594178 cites W2327911264 @default.
- W2087594178 cites W2330692875 @default.
- W2087594178 cites W4238945214 @default.
- W2087594178 doi "https://doi.org/10.1021/jo951053f" @default.
- W2087594178 hasPublicationYear "1996" @default.
- W2087594178 type Work @default.
- W2087594178 sameAs 2087594178 @default.
- W2087594178 citedByCount "30" @default.
- W2087594178 countsByYear W20875941782012 @default.
- W2087594178 countsByYear W20875941782014 @default.
- W2087594178 countsByYear W20875941782015 @default.
- W2087594178 countsByYear W20875941782017 @default.
- W2087594178 countsByYear W20875941782018 @default.
- W2087594178 countsByYear W20875941782021 @default.
- W2087594178 crossrefType "journal-article" @default.
- W2087594178 hasAuthorship W2087594178A5039946437 @default.
- W2087594178 hasAuthorship W2087594178A5050868718 @default.
- W2087594178 hasConcept C117633835 @default.
- W2087594178 hasConcept C121332964 @default.
- W2087594178 hasConcept C122085161 @default.
- W2087594178 hasConcept C148898269 @default.
- W2087594178 hasConcept C155647269 @default.
- W2087594178 hasConcept C160434732 @default.
- W2087594178 hasConcept C161790260 @default.
- W2087594178 hasConcept C178790620 @default.
- W2087594178 hasConcept C181500209 @default.
- W2087594178 hasConcept C185544564 @default.
- W2087594178 hasConcept C185592680 @default.
- W2087594178 hasConcept C192386470 @default.
- W2087594178 hasConcept C2777691172 @default.
- W2087594178 hasConcept C2779664164 @default.
- W2087594178 hasConcept C2779768264 @default.
- W2087594178 hasConcept C32909587 @default.
- W2087594178 hasConcept C33062035 @default.
- W2087594178 hasConcept C50027330 @default.
- W2087594178 hasConcept C62520636 @default.
- W2087594178 hasConcept C75473681 @default.
- W2087594178 hasConcept C8503813 @default.
- W2087594178 hasConcept C93391505 @default.
- W2087594178 hasConceptScore W2087594178C117633835 @default.
- W2087594178 hasConceptScore W2087594178C121332964 @default.
- W2087594178 hasConceptScore W2087594178C122085161 @default.
- W2087594178 hasConceptScore W2087594178C148898269 @default.
- W2087594178 hasConceptScore W2087594178C155647269 @default.
- W2087594178 hasConceptScore W2087594178C160434732 @default.
- W2087594178 hasConceptScore W2087594178C161790260 @default.
- W2087594178 hasConceptScore W2087594178C178790620 @default.
- W2087594178 hasConceptScore W2087594178C181500209 @default.
- W2087594178 hasConceptScore W2087594178C185544564 @default.
- W2087594178 hasConceptScore W2087594178C185592680 @default.
- W2087594178 hasConceptScore W2087594178C192386470 @default.
- W2087594178 hasConceptScore W2087594178C2777691172 @default.
- W2087594178 hasConceptScore W2087594178C2779664164 @default.
- W2087594178 hasConceptScore W2087594178C2779768264 @default.
- W2087594178 hasConceptScore W2087594178C32909587 @default.
- W2087594178 hasConceptScore W2087594178C33062035 @default.
- W2087594178 hasConceptScore W2087594178C50027330 @default.
- W2087594178 hasConceptScore W2087594178C62520636 @default.
- W2087594178 hasConceptScore W2087594178C75473681 @default.
- W2087594178 hasConceptScore W2087594178C8503813 @default.
- W2087594178 hasConceptScore W2087594178C93391505 @default.
- W2087594178 hasIssue "10" @default.
- W2087594178 hasLocation W20875941781 @default.
- W2087594178 hasOpenAccess W2087594178 @default.
- W2087594178 hasPrimaryLocation W20875941781 @default.
- W2087594178 hasRelatedWork W1989830532 @default.
- W2087594178 hasRelatedWork W2021290822 @default.
- W2087594178 hasRelatedWork W2024011465 @default.
- W2087594178 hasRelatedWork W2094410859 @default.
- W2087594178 hasRelatedWork W2097014657 @default.
- W2087594178 hasRelatedWork W2381670272 @default.
- W2087594178 hasRelatedWork W2516254088 @default.
- W2087594178 hasRelatedWork W2949104917 @default.
- W2087594178 hasRelatedWork W3106114783 @default.
- W2087594178 hasRelatedWork W3201166155 @default.
- W2087594178 hasVolume "61" @default.
- W2087594178 isParatext "false" @default.
- W2087594178 isRetracted "false" @default.
- W2087594178 magId "2087594178" @default.
- W2087594178 workType "article" @default.