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Budnikova, Yu. G.; Kafiyatullina, A. G.; Kargin, Yu. M.; Sinyashin, Оleg G.

doi:10.1023/a:1021355606296

Cited by 10 publications

(5 citation statements)

References 2 publications

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“…The cross-coupling reaction can be rationalized on the basis of both the previous investigations by us and Budnikova as well as the results detailed in this paper. Scheme 2 summarizes all the possible reactions within such a reaction mixture involving the two aryl halides as well as the nickel species.…”

Section: Resultssupporting

confidence: 63%

Preparation of Functionalized Aryl- and Heteroarylpyridazines by Nickel-Catalyzed Electrochemical Cross-Coupling Reactions

et al. 2007

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Section: Resultssupporting

confidence: 63%

Preparation of Functionalized Aryl- and Heteroarylpyridazines by Nickel-Catalyzed Electrochemical Cross-Coupling Reactions

et al. 2007

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“…The catalytic cross couplings of organic halides and organic mono- and dichlorophosphines have already been reported by several research groups. − , The electrochemical reaction proceeds very selectively and results in the formation of tertiary phosphines bearing the organic group of the starting organic halide used in the process. Thus, is was concluded that electrochemically generated in situ organonickel complexes can transfer the organic group to the phosphorus atom by chlorine substitution, as in the case of the well-known organolithium and Grignard reagents.…”

Section: Electrochemical Activation Of Organonickel Complexesmentioning

confidence: 98%

“…It should be noted that organonickel complexes have been found to be highly reactive in the catalytic cross-coupling processes of organic halides and chlorophosphines and in C–N bond formation reactions . The less common processes involve the effective mediator electroreduction of olefins and ketones, carboxylation of bromostyrenes and aziridines, and electrochemical coupling of olefins and organic polyhalides …”

Section: Properties Of Organonickel Complexesmentioning

confidence: 99%

Electrochemical Synthesis and Properties of Organonickel σ-Complexes

2014

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The organonickel complexes are organometallic compounds containing a Ni−C σ-bond (σ-complexes). These species are very reactive and have been mainly characterized as the intermediates of catalytic processes of cross coupling and homocoupling involving organic and elementoorganic substrates such as organic halides, chlorophosphines, unsaturated hydrocarbons, etc. Thus, only a limited number of these complexes have been isolated and characterized as the free stable species. Although the organonickel complexes have been known since the 1960s, the chemistry of these species is currently at the beginning stages of development. The interest of the researchers in this class of compounds has significantly increased over the past decade, resulting in a plethora of scientific papers published on this topic. At the same time, electrochemical methods have become more and more popular in modern synthetic chemistry, due to easy access to high reactive intermediates, including organometallic species, which can be selectively generated in situ and used for subsequent synthetic processes. This review summarizes the elaborated electrochemical approaches for the preparation of organonickel complexes, including a discussion of the important role of the electrochemical cell construction and the influence of the electrode material nature on the electrochemical process. In order to give more insight into the importance of organonickel complexes in synthetic chemistry and introduce the reader to this problem of organometallic chemistry, focused on the development of new synthetic protocols for preparation of stable organonickel complexes, an overview of the most important catalytic processes proceeding with participation of these highly reactive intermediates and the main types of organonickel complexes are presented. However, in this review organonickel complexes will be limited by examples in which the organic fragment is singly bonded to the nickel center, because these species are responsible for the catalytic reactions.

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“…5,8 Cobalt-(II) and -(III) complexes can be reduced in a one-or two-electron processes. 9 In the case of Ni II complexes, reductive coupling reactions have been reported that involve the in situ generation of Ni 0 or Ni I species. Whether Ni 0 or Ni I species are formed mainly depends on the nature of the ligands associated with the Ni II complex.…”

Section: Cyclisations Involving Electroreduction Of Organic Halidesmentioning

confidence: 99%

Intramolecular reductive cyclisations using electrochemistry: development of environmentally friendly synthetic methodologies

2006

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Cited by 10 publications

References 2 publications

Preparation of Functionalized Aryl- and Heteroarylpyridazines by Nickel-Catalyzed Electrochemical Cross-Coupling Reactions

Preparation of Functionalized Aryl- and Heteroarylpyridazines by Nickel-Catalyzed Electrochemical Cross-Coupling Reactions

Electrochemical Synthesis and Properties of Organonickel σ-Complexes

Intramolecular reductive cyclisations using electrochemistry: development of environmentally friendly synthetic methodologies

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