Matches in SemOpenAlex for { <https://semopenalex.org/work/W2517452724> ?p ?o ?g. }
- W2517452724 endingPage "3463" @default.
- W2517452724 startingPage "3459" @default.
- W2517452724 abstract "Results of mechanistic studies on asymmetric hydroarylation of α-keto amides via direct C–H bond addition to a carbonyl group catalyzed by a cationic Ir/Me-BIPAM complex are presented in this paper. A catalytic cycle involving C–H bond cleavage to give an Ar-[Ir]+ intermediate, insertion of a carbonyl group into the aryl-iridium bond, giving iridium alkoxide, and finally reductive elimination to reproduce active [Ir]+ species is proposed. The mechanistic insight for the iridium hydride species indicated that the C–H bond cleavage is caused in a reversible manner. Furthermore, the kinetic isotope effect was measured by product analysis of the reaction to compare H/D, and it was determined that kH/kD was 1.85. These experimental results suggest that the C–H bond cleavage step is not included in the turnover-limiting step. In addition, Hammett studies of substrates (ρ = −0.99) demonstrated that electron-donating groups at the para position to the reactive C–H bond accelerate the reaction rate. This linear relationship obtained in the Hammett plot indicates that the nucleophilicity of the aryl-iridium intermediate is an important factor in this reaction. All of the data indicate that carbonyl insertion into aryl-iridium is included in the turnover-limiting step of the catalytic cycle." @default.
- W2517452724 created "2016-09-16" @default.
- W2517452724 creator A5026581419 @default.
- W2517452724 creator A5068246954 @default.
- W2517452724 date "2015-07-08" @default.
- W2517452724 modified "2023-10-02" @default.
- W2517452724 title "Scope and Mechanistic Studies of the Cationic Ir/Me-BIPAM-Catalyzed Asymmetric Intramolecular Direct Hydroarylation Reaction" @default.
- W2517452724 cites W1972613917 @default.
- W2517452724 cites W1976309739 @default.
- W2517452724 cites W1979259658 @default.
- W2517452724 cites W1985733865 @default.
- W2517452724 cites W1986317828 @default.
- W2517452724 cites W1986406100 @default.
- W2517452724 cites W1988989233 @default.
- W2517452724 cites W1991674280 @default.
- W2517452724 cites W1992771567 @default.
- W2517452724 cites W1996807653 @default.
- W2517452724 cites W2000295401 @default.
- W2517452724 cites W2007023596 @default.
- W2517452724 cites W2014425421 @default.
- W2517452724 cites W2016859226 @default.
- W2517452724 cites W2022544790 @default.
- W2517452724 cites W2023182333 @default.
- W2517452724 cites W2026803866 @default.
- W2517452724 cites W2039220526 @default.
- W2517452724 cites W2043726443 @default.
- W2517452724 cites W2071511554 @default.
- W2517452724 cites W2072770596 @default.
- W2517452724 cites W2085650072 @default.
- W2517452724 cites W2087917620 @default.
- W2517452724 cites W2089312023 @default.
- W2517452724 cites W2101970382 @default.
- W2517452724 cites W2109767300 @default.
- W2517452724 cites W2111470734 @default.
- W2517452724 cites W2112413919 @default.
- W2517452724 cites W2116137178 @default.
- W2517452724 cites W2120696159 @default.
- W2517452724 cites W2124538138 @default.
- W2517452724 cites W2127983660 @default.
- W2517452724 cites W2130693770 @default.
- W2517452724 cites W2134029972 @default.
- W2517452724 cites W2144577309 @default.
- W2517452724 cites W2147336555 @default.
- W2517452724 cites W2151020282 @default.
- W2517452724 cites W2152982094 @default.
- W2517452724 cites W2159236020 @default.
- W2517452724 cites W2160493999 @default.
- W2517452724 cites W2165822455 @default.
- W2517452724 cites W2314503340 @default.
- W2517452724 cites W2320305666 @default.
- W2517452724 cites W2321937259 @default.
- W2517452724 cites W2322656625 @default.
- W2517452724 cites W2327126180 @default.
- W2517452724 cites W2328780590 @default.
- W2517452724 cites W2330476923 @default.
- W2517452724 cites W2442257084 @default.
- W2517452724 cites W2949161180 @default.
- W2517452724 cites W2950608019 @default.
- W2517452724 cites W2952838463 @default.
- W2517452724 cites W2994299682 @default.
- W2517452724 cites W4206687512 @default.
- W2517452724 cites W4211135871 @default.
- W2517452724 cites W4233657506 @default.
- W2517452724 cites W4239839912 @default.
- W2517452724 cites W4243237353 @default.
- W2517452724 cites W4245544485 @default.
- W2517452724 cites W4246139934 @default.
- W2517452724 cites W4250526307 @default.
- W2517452724 cites W4253471609 @default.
- W2517452724 cites W4255456980 @default.
- W2517452724 doi "https://doi.org/10.1021/om501260w" @default.
- W2517452724 hasPublicationYear "2015" @default.
- W2517452724 type Work @default.
- W2517452724 sameAs 2517452724 @default.
- W2517452724 citedByCount "22" @default.
- W2517452724 countsByYear W25174527242016 @default.
- W2517452724 countsByYear W25174527242017 @default.
- W2517452724 countsByYear W25174527242018 @default.
- W2517452724 countsByYear W25174527242019 @default.
- W2517452724 countsByYear W25174527242020 @default.
- W2517452724 countsByYear W25174527242021 @default.
- W2517452724 countsByYear W25174527242022 @default.
- W2517452724 countsByYear W25174527242023 @default.
- W2517452724 crossrefType "journal-article" @default.
- W2517452724 hasAuthorship W2517452724A5026581419 @default.
- W2517452724 hasAuthorship W2517452724A5068246954 @default.
- W2517452724 hasConcept C121332964 @default.
- W2517452724 hasConcept C155647269 @default.
- W2517452724 hasConcept C161790260 @default.
- W2517452724 hasConcept C178790620 @default.
- W2517452724 hasConcept C178907741 @default.
- W2517452724 hasConcept C183882617 @default.
- W2517452724 hasConcept C185592680 @default.
- W2517452724 hasConcept C2777961443 @default.
- W2517452724 hasConcept C2778815869 @default.
- W2517452724 hasConcept C2778839380 @default.
- W2517452724 hasConcept C2780263894 @default.
- W2517452724 hasConcept C2781076698 @default.