Search results
Results from the WOW.Com Content Network
In organic chemistry, a cross-coupling reaction is a reaction where two different fragments are joined. Cross-couplings are a subset of the more general coupling reactions. Often cross-coupling reactions require metal catalysts. One important reaction type is this:
In one important reaction type, a main group organometallic compound of the type R-M (where R = organic group, M = main group centre metal atom) reacts with an organic halide of the type R'-X with formation of a new carbon-carbon bond in the product R-R'. The most common type of coupling reaction is the cross coupling reaction. [1] [2] [3]
The Suzuki reaction or Suzuki coupling is an organic reaction that uses a palladium complex catalyst to cross-couple a boronic acid to an organohalide. [1] [2] [3] It was first published in 1979 by Akira Suzuki, and he shared the 2010 Nobel Prize in Chemistry with Richard F. Heck and Ei-ichi Negishi for their contribution to the discovery and development of noble metal catalysis in organic ...
The Sonogashira reaction is a cross-coupling reaction used in organic synthesis to form carbon–carbon bonds. It employs a palladium catalyst as well as copper co-catalyst to form a carbon–carbon bond between a terminal alkyne and an aryl or vinyl halide .
Additionally, no reaction is shown to occur in the absence of primary C–H bonds, for example when cyclohexane is the substrate. Aliphatic C–H borylation Selective functionalization of a primary alkane bond is due to the formation of a kinetically and thermodynamically favorable primary alkyl-metal complex over formation of a secondary alkyl ...
In cross-coupling reactions, the component reagents are called cross-coupling partners or simply coupling partners. These reagents can be further classified according to their nucleophilic vs electrophilic character: R-X + R'-Y → R-R' + XY. Typically the electrophilic coupling partner (R-X) is an aryl halide, but triflates are also used ...
In organic chemistry, the Kumada coupling is a type of cross coupling reaction, useful for generating carbon–carbon bonds by the reaction of a Grignard reagent and an organic halide. The procedure uses transition metal catalysts , typically nickel or palladium, to couple a combination of two alkyl , aryl or vinyl groups .
Transforming C-H bonds into C-B bonds through borylation has been thoroughly investigated due to their utility in synthesis (i.e. for cross-coupling reactions). John F. Hartwig reported a highly regioselective arene and alkane borylation catalyzed by a rhodium complex. In the case of alkanes, exclusive terminal functionalization was observed. [19]