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Rhodium-catalyzed C-C Bond Cleavage Reactions - An Update

[ Vol. 16 , Issue. 10 ]

Author(s):

Ales Korotvicka, David Necas and Martin Kotora   Pages 1170 - 1214 ( 45 )

Abstract:


The catalytic C-C bond activation by rhodium complexes has found a wide application in organic synthesis. The course of the reaction is usually controlled by the proper ligand environment enabling processes that are otherwise not feasible under classical conditions of organic chemistry. The C-C bond activation can be achieved by the release of ringstrain in cycloalkanes (e.g. compounds possessing three- and four-membered rings), in case of non-strained C-C bonds it could be directed by a neighboring functionality (e.g. carbonyl group), or through initial C-H activation (e.g. aldehyde decarbonylation). Many of these processes have been implemented in syntheses of various natural compounds. The use of chiral ligands has recently enabled to carry many of these reactions in an enantioselective manner.

Keywords:

Rhodium, C-C bond cleavage, Catalysis, Synthesis, σ-orbitals, C–Rh bond, C–C bond activation, norbornadiene, monodentate, cyclopropyl group

Affiliation:

Department of Organic and Nuclear Chemistry, and Centre for Preparation and Application of Transition Metal Complexes, Faculty of Science, Charles University in Prague, 128 43 Praha 2, Czech Republic.



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