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Many mechanisms exist reflecting the myriad types of cross-couplings, including those that do not require metal catalysts. [7] Often, however, cross-coupling refers to a metal-catalyzed reaction of a nucleophilic partner with an electrophilic partner. Mechanism proposed for Kumada coupling (L = Ligand, Ar = Aryl).
The most common type of coupling reaction is the cross coupling reaction. [1] [2] [3] Richard F. Heck, Ei-ichi Negishi, and Akira Suzuki were awarded the 2010 Nobel Prize in Chemistry for developing palladium-catalyzed cross coupling reactions. [4] [5] Broadly speaking, two types of coupling reactions are recognized:
In classical mechanics, coupling is a connection between two oscillating systems, such as pendulums connected by a spring. The connection affects the oscillatory pattern of both objects. In particle physics, two particles are coupled if they are connected by one of the four fundamental forces.
The Hiyama coupling is a palladium-catalyzed cross-coupling reaction of organosilanes with organic halides used in organic chemistry to form carbon–carbon bonds (C-C bonds). This reaction was discovered in 1988 by Tamejiro Hiyama and Yasuo Hatanaka as a method to form carbon-carbon bonds synthetically with chemo - and regioselectivity . [ 1 ]
This reaction is notable for using organolithiums as opposed to other cross-coupling reactions which utilize various metal-carbon compounds (metal = tin, magnesium, boron, silicon, zinc). Since the production of these other coupling reagents relies heavily upon organolithiums (especially in the case of organozinc and organomagnesium compounds ...
The dependence of a coupling g(μ) on the energy-scale is known as "running of the coupling". The theory of the running of couplings is given by the renormalization group , though it should be kept in mind that the renormalization group is a more general concept describing any sort of scale variation in a physical system (see the full article ...
Decarboxylative cross coupling reactions are chemical reactions in which a carboxylic acid is reacted with an organic halide to form a new carbon-carbon bond, concomitant with loss of CO 2. Aryl and alkyl halides participate. Metal catalyst, base, and oxidant are required. Decarboxylative cross-coupling general reaction scheme
Cross electrophile coupling is a type of cross-coupling reaction that occurs between two electrophiles. It is often catalyzed by transition metal catalyst(s). Unlike conventional cross-coupling reactions of an electrophile with an organometallic reagent, [1] the coupling partners in cross electrophile coupling reactions are both electrophiles. [2]