Matches in SemOpenAlex for { <https://semopenalex.org/work/W2078113478> ?p ?o ?g. }
Showing items 1 to 84 of
84
with 100 items per page.
- W2078113478 endingPage "834" @default.
- W2078113478 startingPage "829" @default.
- W2078113478 abstract "The addition of diazomethane to a series of substituted styrenes has been kinetically investigated with emphasis on polar, solvent, and solvation effects. Although the reaction is generally insensitive to solvent polarity, a sizeable substituent effect (ρ = +0.90) has been observed. Also, a sizeable increase in rate was generally observed in protic solvents such as water, and a considerable rate enhancement occurred in the case of nitrostyrene in the dipolar aprotic solvent, dimethylformamide. The results are discussed in terms of a concerted mechanism involving a partially-charged transition state II, with negative charge formation on the α-carbon of the styrene. The methoxystyrene offers an exception to the Hammett equation and the unexpectedly high rate constant for this compound could be discussed in terms of a possible participation of the highly nucleophilic resonance form of p-methoxystyrene and an α-addition via the transition state III. However, solvation effects in dimethylformamide (failure to obtain the anticipated rate increase) and the formation of a 3-substituted pyrazoline adduct from the cycloaddition reaction indicate steric control to predominate over electronic factors and β-addition to prevail unequivocally. It is proposed that solvation effects in protic solvents can be utilized to advantage in cycloaddition reactions leading to 1-pyrazolines, for which no other routes are available at the present time." @default.
- W2078113478 created "2016-06-24" @default.
- W2078113478 creator A5019440974 @default.
- W2078113478 creator A5090114311 @default.
- W2078113478 date "1969-12-01" @default.
- W2078113478 modified "2023-10-13" @default.
- W2078113478 title "A kinetic investigation of the addition of diazomethane to styrenes. Role of dipolar aprotic solvents in predicting direction of dipole orientation" @default.
- W2078113478 cites W103103090 @default.
- W2078113478 cites W2036759524 @default.
- W2078113478 cites W2094770312 @default.
- W2078113478 cites W2163736078 @default.
- W2078113478 cites W2164607821 @default.
- W2078113478 cites W2169992767 @default.
- W2078113478 cites W2312763329 @default.
- W2078113478 cites W2317270727 @default.
- W2078113478 cites W2318944875 @default.
- W2078113478 doi "https://doi.org/10.1002/jhet.5570060610" @default.
- W2078113478 hasPublicationYear "1969" @default.
- W2078113478 type Work @default.
- W2078113478 sameAs 2078113478 @default.
- W2078113478 citedByCount "19" @default.
- W2078113478 countsByYear W20781134782019 @default.
- W2078113478 crossrefType "journal-article" @default.
- W2078113478 hasAuthorship W2078113478A5019440974 @default.
- W2078113478 hasAuthorship W2078113478A5090114311 @default.
- W2078113478 hasConcept C121332964 @default.
- W2078113478 hasConcept C132439834 @default.
- W2078113478 hasConcept C147597530 @default.
- W2078113478 hasConcept C148093993 @default.
- W2078113478 hasConcept C148898269 @default.
- W2078113478 hasConcept C155647269 @default.
- W2078113478 hasConcept C161790260 @default.
- W2078113478 hasConcept C178790620 @default.
- W2078113478 hasConcept C178907741 @default.
- W2078113478 hasConcept C185592680 @default.
- W2078113478 hasConcept C201194858 @default.
- W2078113478 hasConcept C20774148 @default.
- W2078113478 hasConcept C2777712214 @default.
- W2078113478 hasConcept C2778689049 @default.
- W2078113478 hasConcept C2780374730 @default.
- W2078113478 hasConcept C2780471494 @default.
- W2078113478 hasConcept C62520636 @default.
- W2078113478 hasConcept C75473681 @default.
- W2078113478 hasConcept C93391505 @default.
- W2078113478 hasConceptScore W2078113478C121332964 @default.
- W2078113478 hasConceptScore W2078113478C132439834 @default.
- W2078113478 hasConceptScore W2078113478C147597530 @default.
- W2078113478 hasConceptScore W2078113478C148093993 @default.
- W2078113478 hasConceptScore W2078113478C148898269 @default.
- W2078113478 hasConceptScore W2078113478C155647269 @default.
- W2078113478 hasConceptScore W2078113478C161790260 @default.
- W2078113478 hasConceptScore W2078113478C178790620 @default.
- W2078113478 hasConceptScore W2078113478C178907741 @default.
- W2078113478 hasConceptScore W2078113478C185592680 @default.
- W2078113478 hasConceptScore W2078113478C201194858 @default.
- W2078113478 hasConceptScore W2078113478C20774148 @default.
- W2078113478 hasConceptScore W2078113478C2777712214 @default.
- W2078113478 hasConceptScore W2078113478C2778689049 @default.
- W2078113478 hasConceptScore W2078113478C2780374730 @default.
- W2078113478 hasConceptScore W2078113478C2780471494 @default.
- W2078113478 hasConceptScore W2078113478C62520636 @default.
- W2078113478 hasConceptScore W2078113478C75473681 @default.
- W2078113478 hasConceptScore W2078113478C93391505 @default.
- W2078113478 hasIssue "6" @default.
- W2078113478 hasLocation W20781134781 @default.
- W2078113478 hasOpenAccess W2078113478 @default.
- W2078113478 hasPrimaryLocation W20781134781 @default.
- W2078113478 hasRelatedWork W115100913 @default.
- W2078113478 hasRelatedWork W2002279218 @default.
- W2078113478 hasRelatedWork W2015944485 @default.
- W2078113478 hasRelatedWork W2042783623 @default.
- W2078113478 hasRelatedWork W2077963663 @default.
- W2078113478 hasRelatedWork W2089115215 @default.
- W2078113478 hasRelatedWork W2110449117 @default.
- W2078113478 hasRelatedWork W2139883471 @default.
- W2078113478 hasRelatedWork W2165583123 @default.
- W2078113478 hasRelatedWork W2170677868 @default.
- W2078113478 hasVolume "6" @default.
- W2078113478 isParatext "false" @default.
- W2078113478 isRetracted "false" @default.
- W2078113478 magId "2078113478" @default.
- W2078113478 workType "article" @default.