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Michał Michalak

Bio: Michał Michalak is an academic researcher. The author has contributed to research in topics: Enantioselective synthesis & Carbene. The author has an hindex of 2, co-authored 2 publications receiving 17 citations.

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TL;DR: In this article, a review summarizes synthetic efforts towards the preparation of chiral N-heterocyclic gold(I) complexes exhibiting C2 and C1 symmetry, as well as their applications in enantioselective catalysis.
Abstract: N-Heterocyclic carbenes have found many applications in modern metal catalysis, due to the formation of stable metal complexes, and organocatalysis. Among a myriad of N-heterocyclic carbene metal complexes, gold complexes have gained a lot of attention due to their unique propensity for the activation of carbon-carbon multiple bonds, allowing many useful transformations of alkynes, allenes, and alkenes, inaccessible by other metal complexes. The present review summarizes synthetic efforts towards the preparation of chiral N-heterocyclic gold(I) complexes exhibiting C2 and C1 symmetry, as well as their applications in enantioselective catalysis. Finally, the emerging area of rare gold(III) complexes and their preliminary usage in asymmetric catalysis is also presented.

22 citations

Journal ArticleDOI
TL;DR: In this paper, a review summarizes synthetic efforts towards BIAN-NHC metal complexes bearing acenaphthylene subunits and their applications in modern catalysis, with special emphasis put on recently developed enantioselective processes.
Abstract: N-Heterocyclic carbene (NHC) ligands have become a privileged structural motif in modern homogenous and heterogeneous catalysis. The last two decades have brought a plethora of structurally and electronically diversified carbene ligands, enabling the development of cutting-edge transformations, especially in the area of carbon-carbon bond formation. Although most of these were accomplished with common imidazolylidene and imidazolinylidene ligands, the most challenging ones were only accessible with the acenaphthylene-derived N-heterocyclic carbene ligands bearing a π-extended system. Their superior σ-donor capabilities with simultaneous ease of modification of the rigid backbone enhance the catalytic activity and stability of their transition metal complexes, which makes BIAN-NHC (BIAN—bis(imino)acenaphthene) ligands an attractive tool for the development of challenging reactions. The present review summarizes synthetic efforts towards BIAN-NHC metal complexes bearing acenaphthylene subunits and their applications in modern catalysis, with special emphasis put on recently developed enantioselective processes.

8 citations


Cited by
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TL;DR: This review aims to provide a comprehensive summary of all the major advances and discoveries made in the gold-catalyzed synthesis ofcyclopropanes, cyclopropenes, cyclobutanes, Cyclobutenes, and their corresponding heterocyclic or heterosubstituted analogs.
Abstract: Three- and four-membered rings, widespread motifs in nature and medicinal chemistry, have fascinated chemists ever since their discovery. However, due to energetic considerations, small rings are often difficult to assemble. In this regard, homogeneous gold catalysis has emerged as a powerful tool to construct these highly strained carbocycles. This review aims to provide a comprehensive summary of all the major advances and discoveries made in the gold-catalyzed synthesis of cyclopropanes, cyclopropenes, cyclobutanes, cyclobutenes, and their corresponding heterocyclic or heterosubstituted analogs.

120 citations

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TL;DR: An overview of the main avenues that have emerged in gold coordination chemistry during the last few decades can be found in this paper, where the authors provide a comprehensive overview of gold chemistry.
Abstract: In this contribution, we provide an overview of the main avenues that have emerged in gold coordination chemistry during the last years The unique properties of gold have motivated research in gold chemistry, and especially regarding the properties and applications of gold compounds in catalysis, medicine, and materials chemistry The advances in the synthesis and knowledge of gold coordination compounds have been possible with the design of novel ligands becoming relevant motifs that have allowed the preparation of elusive complexes in this area of research Strong donor ligands with easily modulable electronic and steric properties, such as stable singlet carbenes or cyclometalated ligands, have been decisive in the stabilization of gold(0) species, gold fluoride complexes, gold hydrides, unprecedented π complexes, or cluster derivatives These new ligands have been important not only from the fundamental structure and bonding studies but also for the synthesis of sophisticated catalysts to improve activity and selectivity of organic transformations Moreover, they have enabled the facile oxidative addition from gold(I) to gold(III) and the design of a plethora of complexes with specific properties

63 citations

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56 citations

Journal ArticleDOI
TL;DR: An overview of the synthesis and structural properties of dinuclear gold(i) complexes reported to date with their applications across numerous research areas is presented.
Abstract: The last two decades have seen a veritable explosion in the use of gold(I) complexes bearing N-heterocyclic carbene (NHC) and phosphine (PR3) ligands. Both ligand families have significantly contributed to the stability and design of a plethora of gold complexes. Design is oftentimes associated with application. Here, we wish to present an overview of the synthesis and structural properties of dinuclear gold(I) complexes reported to date with their applications across numerous research areas.

55 citations

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TL;DR: This article focuses on recent advances in the design, synthesis, characterization and biomedical applications of various NHC-metal complexes (metal: silver, gold, palladium, rhodium, ruthenium, iridium and platinum) covering work from 2015 to 2020.
Abstract: N-heterocyclic carbenes (NHCs) are organic compounds that typically mimic the chemical properties of phosphines. NHCs have made a significant impact on the field of coordination and organometallic ...

38 citations