FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2034104692> ?p ?o ?g. }

• W2034104692 abstract "The reactions of three isomers of phenyl-substituted propene, trans-beta-methylstyrene, alpha-methylstyrene, and allylbenzene, with atomic oxygen adsorbed on Au(111) have been investigated in order to probe the effect of molecular structure on the selectivity for competing oxidation pathways. Temperature programmed reaction experiments show that these three isomers share common features in their reaction patterns, providing direct observation that both allylic C-H activation and epoxidation are important reaction pathways that compete with each other. The pathways observed for reaction are (1) oxygen addition to the C=C bond to yield the respective epoxides; (2) allylic C-H activation including oxygen insertion into C-H bonds to form ketone, aldehyde, or acid and C-H dissociation to initiate combustion and carbon deposition; and, (3) nucleophilic attack of the electron-deficient carbon that is adjacent to the phenyl ring to produce benzoic acid. The selectivity for epoxidation is different for the three isomers, reflecting the intrinsic gas-phase acidity of their allylic protons. Specifically, trans-beta-methylstyrene (DeltaG(acid) 401.6 kcal mol(-1)) and alpha-methylstyrene (DeltaG(acid) 405.5 kcal mol(-1)), which exhibit similar gas-phase acidity determined by density functional theory (DFT) calculations, both produce epoxide. In contrast, there is no detectable epoxidation of allylbenzene, which is computed to have the highest acidity (DeltaG(acid) 356.0 kcal mol(-1)), approximately 50 kcal mol(-1) relative to the other two isomers. These results provide new insight into the catalytic oxidation of allylic olefins that, in conjunction with their adsorption geometry on the surface, the gas-phase acidity also plays an essential role in determining the reaction patterns." @default.
• W2034104692 created "2016-06-24" @default.
• W2034104692 creator A5048145081 @default.
• W2034104692 creator A5073066134 @default.
• W2034104692 creator A5086622964 @default.
• W2034104692 date "2010-01-01" @default.
• W2034104692 modified "2023-09-26" @default.
• W2034104692 title "Effect of molecular structure on epoxidation of allylic olefins by atomic oxygen on Au" @default.
• W2034104692 cites W1971858409 @default.
• W2034104692 cites W1986656637 @default.
• W2034104692 cites W1993749130 @default.
• W2034104692 cites W2008374855 @default.
• W2034104692 cites W2016958440 @default.
• W2034104692 cites W2023271753 @default.
• W2034104692 cites W2024447680 @default.
• W2034104692 cites W2025592212 @default.
• W2034104692 cites W2029183590 @default.
• W2034104692 cites W2032624990 @default.
• W2034104692 cites W2034398449 @default.
• W2034104692 cites W2042364105 @default.
• W2034104692 cites W2046795439 @default.
• W2034104692 cites W2052148896 @default.
• W2034104692 cites W2054981641 @default.
• W2034104692 cites W2057676566 @default.
• W2034104692 cites W2058054379 @default.
• W2034104692 cites W2063661718 @default.
• W2034104692 cites W2066009011 @default.
• W2034104692 cites W2069854030 @default.
• W2034104692 cites W2087459158 @default.
• W2034104692 cites W2128716180 @default.
• W2034104692 cites W2143981217 @default.
• W2034104692 cites W2582171405 @default.
• W2034104692 cites W2951805696 @default.
• W2034104692 cites W36976297 @default.
• W2034104692 cites W4256503849 @default.
• W2034104692 doi "https://doi.org/10.1039/c0dt00047g" @default.
• W2034104692 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/20512193" @default.
• W2034104692 hasPublicationYear "2010" @default.
• W2034104692 type Work @default.
• W2034104692 sameAs 2034104692 @default.
• W2034104692 citedByCount "6" @default.
• W2034104692 countsByYear W20341046922013 @default.
• W2034104692 countsByYear W20341046922014 @default.
• W2034104692 countsByYear W20341046922017 @default.
• W2034104692 countsByYear W20341046922018 @default.
• W2034104692 crossrefType "journal-article" @default.
• W2034104692 hasAuthorship W2034104692A5048145081 @default.
• W2034104692 hasAuthorship W2034104692A5073066134 @default.
• W2034104692 hasAuthorship W2034104692A5086622964 @default.
• W2034104692 hasConcept C102931765 @default.
• W2034104692 hasConcept C118792377 @default.
• W2034104692 hasConcept C120095180 @default.
• W2034104692 hasConcept C155647269 @default.
• W2034104692 hasConcept C161790260 @default.
• W2034104692 hasConcept C178790620 @default.
• W2034104692 hasConcept C178907741 @default.
• W2034104692 hasConcept C185592680 @default.
• W2034104692 hasConcept C2776920199 @default.
• W2034104692 hasConcept C2777954637 @default.
• W2034104692 hasConcept C2778844314 @default.
• W2034104692 hasConcept C540031477 @default.
• W2034104692 hasConcept C68381374 @default.
• W2034104692 hasConcept C75473681 @default.
• W2034104692 hasConceptScore W2034104692C102931765 @default.
• W2034104692 hasConceptScore W2034104692C118792377 @default.
• W2034104692 hasConceptScore W2034104692C120095180 @default.
• W2034104692 hasConceptScore W2034104692C155647269 @default.
• W2034104692 hasConceptScore W2034104692C161790260 @default.
• W2034104692 hasConceptScore W2034104692C178790620 @default.
• W2034104692 hasConceptScore W2034104692C178907741 @default.
• W2034104692 hasConceptScore W2034104692C185592680 @default.
• W2034104692 hasConceptScore W2034104692C2776920199 @default.
• W2034104692 hasConceptScore W2034104692C2777954637 @default.
• W2034104692 hasConceptScore W2034104692C2778844314 @default.
• W2034104692 hasConceptScore W2034104692C540031477 @default.
• W2034104692 hasConceptScore W2034104692C68381374 @default.
• W2034104692 hasConceptScore W2034104692C75473681 @default.
• W2034104692 hasLocation W20341046921 @default.
• W2034104692 hasLocation W20341046922 @default.
• W2034104692 hasOpenAccess W2034104692 @default.
• W2034104692 hasPrimaryLocation W20341046921 @default.
• W2034104692 hasRelatedWork W1965794748 @default.
• W2034104692 hasRelatedWork W1997474623 @default.
• W2034104692 hasRelatedWork W1998655013 @default.
• W2034104692 hasRelatedWork W2000399181 @default.
• W2034104692 hasRelatedWork W2000705454 @default.
• W2034104692 hasRelatedWork W2001730775 @default.
• W2034104692 hasRelatedWork W2010189461 @default.
• W2034104692 hasRelatedWork W2026637667 @default.
• W2034104692 hasRelatedWork W2052148896 @default.
• W2034104692 hasRelatedWork W2067178656 @default.
• W2034104692 hasRelatedWork W2077971932 @default.
• W2034104692 hasRelatedWork W2081091283 @default.
• W2034104692 hasRelatedWork W2084498198 @default.
• W2034104692 hasRelatedWork W2143665041 @default.
• W2034104692 hasRelatedWork W2169671666 @default.
• W2034104692 hasRelatedWork W2949064096 @default.
• W2034104692 hasRelatedWork W2951533714 @default.
• W2034104692 hasRelatedWork W2952646919 @default.
• W2034104692 hasRelatedWork W3196879656 @default.

• next