Matches in SemOpenAlex for { <https://semopenalex.org/work/W2291511086> ?p ?o ?g. }
- W2291511086 endingPage "8283" @default.
- W2291511086 startingPage "8274" @default.
- W2291511086 abstract "The mechanism, reactivity, regio- and enantioselectivity of the Rh-catalyzed carboacylation of benzocyclobutenones are investigated using density functional theory (DFT) calculations. The calculations indicate that the selective activation of the relatively unreactive C1-C2 bond in benzocyclobutenone is achieved via initial C1-C8 bond oxidative addition, followed by rhodacycle isomerization via decarbonylation and CO insertion. Analysis of different ligand steric parameters, ligand steric contour maps, and the computed activation barriers revealed the origin of the positive correlation between ligand bite angle and reactivity. The increase of reactivity with bulkier ligands is attributed to the release of ligand-substrate repulsions in the P-Rh-P plane during the rate-determining CO insertion step. The enantioselectivity in reactions with the (R)-SEGPHOS ligand is controlled by the steric repulsion between the C8 methylene group in the substrate and the equatorial phenyl group on the chiral ligand in the olefin migratory insertion step." @default.
- W2291511086 created "2016-06-24" @default.
- W2291511086 creator A5019537071 @default.
- W2291511086 creator A5021833788 @default.
- W2291511086 creator A5023312754 @default.
- W2291511086 creator A5028328003 @default.
- W2291511086 creator A5057444662 @default.
- W2291511086 date "2015-06-19" @default.
- W2291511086 modified "2023-10-16" @default.
- W2291511086 title "Computational Study of Rh-Catalyzed Carboacylation of Olefins: Ligand-Promoted Rhodacycle Isomerization Enables Regioselective C–C Bond Functionalization of Benzocyclobutenones" @default.
- W2291511086 cites W1912580196 @default.
- W2291511086 cites W1966341583 @default.
- W2291511086 cites W1966958021 @default.
- W2291511086 cites W1969588961 @default.
- W2291511086 cites W1972516782 @default.
- W2291511086 cites W1975913090 @default.
- W2291511086 cites W1976038643 @default.
- W2291511086 cites W1976162057 @default.
- W2291511086 cites W1977335312 @default.
- W2291511086 cites W1981144510 @default.
- W2291511086 cites W1983763827 @default.
- W2291511086 cites W1988875268 @default.
- W2291511086 cites W1989482010 @default.
- W2291511086 cites W1994501816 @default.
- W2291511086 cites W2005430687 @default.
- W2291511086 cites W2006343532 @default.
- W2291511086 cites W2011798115 @default.
- W2291511086 cites W2014825857 @default.
- W2291511086 cites W2019126976 @default.
- W2291511086 cites W2019284110 @default.
- W2291511086 cites W2019715298 @default.
- W2291511086 cites W2023591023 @default.
- W2291511086 cites W2034464056 @default.
- W2291511086 cites W2035526529 @default.
- W2291511086 cites W2039608253 @default.
- W2291511086 cites W2045037173 @default.
- W2291511086 cites W2049460578 @default.
- W2291511086 cites W2054176108 @default.
- W2291511086 cites W2055394060 @default.
- W2291511086 cites W2055395332 @default.
- W2291511086 cites W2055638152 @default.
- W2291511086 cites W2056073623 @default.
- W2291511086 cites W2058622859 @default.
- W2291511086 cites W2058804061 @default.
- W2291511086 cites W2072244445 @default.
- W2291511086 cites W2072409668 @default.
- W2291511086 cites W2072494998 @default.
- W2291511086 cites W2073734863 @default.
- W2291511086 cites W2078277171 @default.
- W2291511086 cites W2079437378 @default.
- W2291511086 cites W2084945279 @default.
- W2291511086 cites W2085888042 @default.
- W2291511086 cites W2086228235 @default.
- W2291511086 cites W2091567820 @default.
- W2291511086 cites W2094553753 @default.
- W2291511086 cites W2094997568 @default.
- W2291511086 cites W2095069219 @default.
- W2291511086 cites W2096864437 @default.
- W2291511086 cites W2099788055 @default.
- W2291511086 cites W2104929472 @default.
- W2291511086 cites W2105449367 @default.
- W2291511086 cites W2105990795 @default.
- W2291511086 cites W2110413027 @default.
- W2291511086 cites W2118378996 @default.
- W2291511086 cites W2120366110 @default.
- W2291511086 cites W2124570422 @default.
- W2291511086 cites W2125607581 @default.
- W2291511086 cites W2131086455 @default.
- W2291511086 cites W2133116046 @default.
- W2291511086 cites W2133335447 @default.
- W2291511086 cites W2134757709 @default.
- W2291511086 cites W2137192161 @default.
- W2291511086 cites W2138173583 @default.
- W2291511086 cites W2138449667 @default.
- W2291511086 cites W2139078293 @default.
- W2291511086 cites W2143319057 @default.
- W2291511086 cites W2146526140 @default.
- W2291511086 cites W2150845499 @default.
- W2291511086 cites W2153326597 @default.
- W2291511086 cites W2154201073 @default.
- W2291511086 cites W2154626584 @default.
- W2291511086 cites W2154977732 @default.
- W2291511086 cites W2158548796 @default.
- W2291511086 cites W2158561867 @default.
- W2291511086 cites W2159514516 @default.
- W2291511086 cites W2160999136 @default.
- W2291511086 cites W2164130039 @default.
- W2291511086 cites W2164451628 @default.
- W2291511086 cites W2166527219 @default.
- W2291511086 cites W2170077130 @default.
- W2291511086 cites W2264770668 @default.
- W2291511086 cites W2313129662 @default.
- W2291511086 cites W2313234689 @default.
- W2291511086 cites W2315219677 @default.
- W2291511086 cites W2316614315 @default.
- W2291511086 cites W2316821379 @default.
- W2291511086 cites W2317480365 @default.
- W2291511086 cites W2319116898 @default.