High-Valent Ni(III) and Ni(IV) Species Relevant to C–C and C–Heteroatom Cross-Coupling Reactions: State of the Art
Ni catalysis constitutes an active research arena with notable applications in diverse fields. By analogy with its parent element palladium, Ni catalysts provide an appealing entry to build molecular complexity via cross-coupling reactions. While Pd catalysts typically involve a M(0)/M(II) redox sce...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2020
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7179250/ https://www.ncbi.nlm.nih.gov/pubmed/32143336 http://dx.doi.org/10.3390/molecules25051141 |
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author | Nebra, Noel |
author_facet | Nebra, Noel |
author_sort | Nebra, Noel |
collection | PubMed |
description | Ni catalysis constitutes an active research arena with notable applications in diverse fields. By analogy with its parent element palladium, Ni catalysts provide an appealing entry to build molecular complexity via cross-coupling reactions. While Pd catalysts typically involve a M(0)/M(II) redox scenario, in the case of Ni congeners the mechanistic elucidation becomes more challenging due to their innate properties (like enhanced reactivity, propensity to undergo single electron transformations vs. 2e(−) redox sequences or weaker M–Ligand interaction). In recent years, mechanistic studies have demonstrated the participation of high-valent Ni(III) and Ni(IV) species in a plethora of cross-coupling events, thus accessing novel synthetic schemes and unprecedented transformations. This comprehensive review collects the main contributions effected within this topic, and focuses on the key role of isolated and/or spectroscopically identified Ni(III) and Ni(IV) complexes. Amongst other transformations, the resulting Ni(III) and Ni(IV) compounds have efficiently accomplished: i) C–C and C–heteroatom bond formation; ii) C–H bond functionalization; and iii) N–N and C–N cyclizative couplings to forge heterocycles. |
format | Online Article Text |
id | pubmed-7179250 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-71792502020-04-28 High-Valent Ni(III) and Ni(IV) Species Relevant to C–C and C–Heteroatom Cross-Coupling Reactions: State of the Art Nebra, Noel Molecules Review Ni catalysis constitutes an active research arena with notable applications in diverse fields. By analogy with its parent element palladium, Ni catalysts provide an appealing entry to build molecular complexity via cross-coupling reactions. While Pd catalysts typically involve a M(0)/M(II) redox scenario, in the case of Ni congeners the mechanistic elucidation becomes more challenging due to their innate properties (like enhanced reactivity, propensity to undergo single electron transformations vs. 2e(−) redox sequences or weaker M–Ligand interaction). In recent years, mechanistic studies have demonstrated the participation of high-valent Ni(III) and Ni(IV) species in a plethora of cross-coupling events, thus accessing novel synthetic schemes and unprecedented transformations. This comprehensive review collects the main contributions effected within this topic, and focuses on the key role of isolated and/or spectroscopically identified Ni(III) and Ni(IV) complexes. Amongst other transformations, the resulting Ni(III) and Ni(IV) compounds have efficiently accomplished: i) C–C and C–heteroatom bond formation; ii) C–H bond functionalization; and iii) N–N and C–N cyclizative couplings to forge heterocycles. MDPI 2020-03-04 /pmc/articles/PMC7179250/ /pubmed/32143336 http://dx.doi.org/10.3390/molecules25051141 Text en © 2020 by the author. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Review Nebra, Noel High-Valent Ni(III) and Ni(IV) Species Relevant to C–C and C–Heteroatom Cross-Coupling Reactions: State of the Art |
title | High-Valent Ni(III) and Ni(IV) Species Relevant to C–C and C–Heteroatom Cross-Coupling Reactions: State of the Art |
title_full | High-Valent Ni(III) and Ni(IV) Species Relevant to C–C and C–Heteroatom Cross-Coupling Reactions: State of the Art |
title_fullStr | High-Valent Ni(III) and Ni(IV) Species Relevant to C–C and C–Heteroatom Cross-Coupling Reactions: State of the Art |
title_full_unstemmed | High-Valent Ni(III) and Ni(IV) Species Relevant to C–C and C–Heteroatom Cross-Coupling Reactions: State of the Art |
title_short | High-Valent Ni(III) and Ni(IV) Species Relevant to C–C and C–Heteroatom Cross-Coupling Reactions: State of the Art |
title_sort | high-valent ni(iii) and ni(iv) species relevant to c–c and c–heteroatom cross-coupling reactions: state of the art |
topic | Review |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7179250/ https://www.ncbi.nlm.nih.gov/pubmed/32143336 http://dx.doi.org/10.3390/molecules25051141 |
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