Matches in SemOpenAlex for { <https://semopenalex.org/work/W1985255503> ?p ?o ?g. }
- W1985255503 endingPage "134" @default.
- W1985255503 startingPage "124" @default.
- W1985255503 abstract "The electrochemical carboxylation of a series of substituted benzyl and benzylic-type chlorides Y-C6H4CH(Z)Cl (Z= H; Y=H, 4-CF3, 4-OCH3, 3-OCH3 ;a nd Y=H; Z=Ph, CH3), catalyzed by nickel(I)(salen), was investigated in acetonitrile by cyclic voltammetry and controlled-potential electrolysis. For all of the chlorides investigated, remarkable catalytic currents were measured under atmospheric CO2 pressure. For most chlorides, controlled-potential electrolysis yields the corresponding carboxylic acid as the main product, the other significant product being the substituted toluene. The results indicate that the extent of carboxylation is strongly influenced by the structure of the halide. Electron-withdrawing groups, either on the phenyl ring or on the benzylic carbon, favor the formation of the carboxylate. In the first step of the electrocatalytic process, the halide reacts with electrogenerated [Ni I (salen)] − to form the benzyl radical. Further reduction of the radical to the corresponding carbanion is followed by electrocarboxylation in competition with protonation by residual water. The yield of the carboxylic acid is determined by the ease of reduction of the benzylic radical, which in turn reflects the nucleophilicity and basicity of the ensuing carbanion. © 2001 Elsevier Science B.V. All rights reserved." @default.
- W1985255503 created "2016-06-24" @default.
- W1985255503 creator A5031595587 @default.
- W1985255503 creator A5068671007 @default.
- W1985255503 creator A5073506714 @default.
- W1985255503 date "2001-07-01" @default.
- W1985255503 modified "2023-09-27" @default.
- W1985255503 title "Nickel(I)(salen)-electrocatalyzed reduction of benzyl chlorides in the presence of carbon dioxide" @default.
- W1985255503 cites W1577579915 @default.
- W1985255503 cites W1976321183 @default.
- W1985255503 cites W1978176366 @default.
- W1985255503 cites W1983493232 @default.
- W1985255503 cites W1983729407 @default.
- W1985255503 cites W1984440085 @default.
- W1985255503 cites W1984815948 @default.
- W1985255503 cites W1985620707 @default.
- W1985255503 cites W1990486977 @default.
- W1985255503 cites W1990510083 @default.
- W1985255503 cites W1991481337 @default.
- W1985255503 cites W1994618808 @default.
- W1985255503 cites W1994667303 @default.
- W1985255503 cites W1997066904 @default.
- W1985255503 cites W1998298504 @default.
- W1985255503 cites W1998931710 @default.
- W1985255503 cites W1999741357 @default.
- W1985255503 cites W2004320007 @default.
- W1985255503 cites W2004494873 @default.
- W1985255503 cites W2005143734 @default.
- W1985255503 cites W2010252868 @default.
- W1985255503 cites W2014199323 @default.
- W1985255503 cites W2017119618 @default.
- W1985255503 cites W2021944756 @default.
- W1985255503 cites W2022202315 @default.
- W1985255503 cites W2023348583 @default.
- W1985255503 cites W2023601367 @default.
- W1985255503 cites W2025439021 @default.
- W1985255503 cites W2028959917 @default.
- W1985255503 cites W2030790616 @default.
- W1985255503 cites W2031309785 @default.
- W1985255503 cites W2031904472 @default.
- W1985255503 cites W2034885862 @default.
- W1985255503 cites W2037212177 @default.
- W1985255503 cites W2039318136 @default.
- W1985255503 cites W2039978019 @default.
- W1985255503 cites W2041277150 @default.
- W1985255503 cites W2042375903 @default.
- W1985255503 cites W2046754996 @default.
- W1985255503 cites W2049153025 @default.
- W1985255503 cites W2055218017 @default.
- W1985255503 cites W2055883354 @default.
- W1985255503 cites W2059386047 @default.
- W1985255503 cites W2062679687 @default.
- W1985255503 cites W2062785517 @default.
- W1985255503 cites W2064015613 @default.
- W1985255503 cites W2064237951 @default.
- W1985255503 cites W2065078665 @default.
- W1985255503 cites W2066428178 @default.
- W1985255503 cites W2066453026 @default.
- W1985255503 cites W2067608164 @default.
- W1985255503 cites W2069823896 @default.
- W1985255503 cites W2071501792 @default.
- W1985255503 cites W2071730714 @default.
- W1985255503 cites W2074515123 @default.
- W1985255503 cites W2076017525 @default.
- W1985255503 cites W2079395593 @default.
- W1985255503 cites W2082864242 @default.
- W1985255503 cites W2082996218 @default.
- W1985255503 cites W2083139126 @default.
- W1985255503 cites W2084589979 @default.
- W1985255503 cites W2084791441 @default.
- W1985255503 cites W2085355772 @default.
- W1985255503 cites W2086538723 @default.
- W1985255503 cites W2087229139 @default.
- W1985255503 cites W2088110572 @default.
- W1985255503 cites W2088540603 @default.
- W1985255503 cites W2091808919 @default.
- W1985255503 cites W2118369167 @default.
- W1985255503 cites W2119079218 @default.
- W1985255503 cites W2124822277 @default.
- W1985255503 cites W2137083998 @default.
- W1985255503 cites W2323513812 @default.
- W1985255503 cites W2333541534 @default.
- W1985255503 cites W2949095523 @default.
- W1985255503 cites W2950561694 @default.
- W1985255503 cites W2951302594 @default.
- W1985255503 cites W2951666913 @default.
- W1985255503 cites W2951716875 @default.
- W1985255503 cites W2952317795 @default.
- W1985255503 cites W2952484771 @default.
- W1985255503 cites W2953125119 @default.
- W1985255503 cites W2953134482 @default.
- W1985255503 doi "https://doi.org/10.1016/s0022-0728(01)00373-4" @default.
- W1985255503 hasPublicationYear "2001" @default.
- W1985255503 type Work @default.
- W1985255503 sameAs 1985255503 @default.
- W1985255503 citedByCount "67" @default.
- W1985255503 countsByYear W19852555032012 @default.
- W1985255503 countsByYear W19852555032013 @default.