Stereoselective Reactions with Chiral Schiff Base Metal Complexes

Gualandi, Andrea; Wilson, Claire M.; Cozzi, Pier Giorgio

doi:10.2533/chimia.2017.562

Cited by 11 publications

(3 citation statements)

References 44 publications

(46 reference statements)

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“…They also found applications in polymeric materials [66,67], sensors [26,68], organic photovoltaic materials [69], energy materials [70], nuclear medicine [71] and as components of pharmaceutically active cocrystals [72]. Schiff base complexes exhibit also remarkable catalytic activities for a wide variety of organic A c c e p t e d m a n u s c r i p t transformations [73][74][75][76][77][78][79][80][81][82][83][84][85][86][87]. For instance, the use, efficiency, scope and recyclability of a Cu (II) complex featuring an unsymmetrical N2O2-tetradentate Schiff-base ligand and its covalently poly(methyl) (methacrylate) (PMMA)-grafted counterpart were disclosed, for the first time, as catalysts in the copper-catalyzed azides to alkynes cycloaddition (CuAAC) [88][89][90] for the regioselective formation of a wide variety of 1,4-disubstituted 1,2,3-triazoles via "click" reactions of organic azides and terminal alkynes [91].…”

Section: Figmentioning

confidence: 99%

Recent developments in penta-, hexa- and heptadentate Schiff base ligands and their metal complexes

Liu

Hamon

2019

Coordination Chemistry Reviews

291

137

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Novel ligand platforms that promote reactivity are of long standing and continued interest in coordination chemistry, with Schiff base ligands and their metal complexes representing one of the most versatile and long standing topics of interest. The synthesis and structure of polydentate Schiff bases and their metal complexes is fascinating, because it reveals a great richness of structural, physico-chemical and catalytic properties. Given the simplicity and ease of access to multidentate Schiff bases and their metal complexes, investigation of such compounds is essential to precise and understand structure-property relationships in order to optimize and improve their use in a wide range of fields, including catalysis, supramolecular chemistry, magnetism, electrochemistry, nanoscience, energy materials, and biological applications. This review highlights the recent developments of pentadentate, hexadentate, heptadentate and macrocyclic Schiff base ligands containing various donor sets made of different combinations of N, O, S or P donor atoms and their metal complexes (essentially mononuclear), as well as presenting synthetic methods and interesting structures of complexes formed by first-to-third row transition metals (from group 4-12), main group elements, lanthanides and actinides. This review is divided into three main sections, each of them corresponding to one type of denticity of the Schiff base under consideration. Each category is described with representative examples according to a periodic order, and emphasis is given to the coordination aspects. Their catalytic, magnetic and biological properties are also outlined. This review that contains 359 references should act as a source of information to researchers interested to work in this domain and stimulate further investigation in this fascinating area of Schiff base coordination compounds.

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Section: Figmentioning

confidence: 99%

Recent developments in penta-, hexa- and heptadentate Schiff base ligands and their metal complexes

Liu

Hamon

2019

Coordination Chemistry Reviews

291

137

View full text Add to dashboard Cite

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“…[42][43][44][45][46][47] However, in the past few decades, research on the catalytic activity of chiral Schiff base has increased drastically in synthetic organic transformations. [10,48,49] The chiral Schiff bases have been found to transmit the chiral information in many stereo-chemical reactions [50] to obtain various enantioselective and diastereoselective products in different name reactions. The reactions can be executed atom economically under mild conditions.…”

Section: Introductionmentioning

confidence: 99%

Recent Advances in the Catalytic Applications of Chiral Schiff‐Base Ligands and Metal Complexes in Asymmetric Organic Transformations

Jain

Barman

2022

ChemistrySelect

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The Schiff base and its metal complexes are extensively studied for their adaptable metal chelating properties. Their ability to alter the design and modify it for various organic and biological applications makes them versatile compounds. The chiral Schiff base and their metal complexes possess excellent stability in very high temperatures, making them a suitable candidate for organocatalysts in reactions involving harsh conditions. Besides, these chiral complexes of Schiff base can transform their chirality in the final product formed in different chemical reactions. This stereo-induction by the chiral metal complexes of Schiff base is considerably valuable for synthesizing high optically active compounds in the field of medicinal and natural product synthesis. Thus, this review emphasizes the latest and relevant literature concerning the asymmetric catalysis of chiral Schiff base ligand-metal complexes in various synthetic organic transformation reactions. The synthesis and the catalytic mechanisms of various reactions are discussed, including their enantioselectivities, diastereoselectivities, regioselectivities, and stereoselectivities of different complexes to organic transformation.

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“…Additionally, this ligand and its derivatives are easy and inexpensive to prepare . Although the most common use for salen ligands is for enantioselective catalysis, − they are also valuable in coordinating many different types of metal ions in various oxidation states …”

Section: Introductionmentioning

confidence: 99%

Water-Soluble Sulfonate Schiff-Base Ligands as Fluorescent Detectors for Metal Ions in Drinking Water and Biological Systems

et al. 2019

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The ability to detect and selectively identify trace amounts of metal ions is of major importance for drinking water identification and biological studies. Herein, we report a series of water-soluble Schiff-base ligands capable of being fluorescent and colorimetric sensors for metal ions. Upon coordination of the metal ion to the ligand, quenching of fluorescence is observed, typically in a 1:1 ratio. The selectivity of metal ions Cu 2+ , Ni 2+ , Cr 3+ , and Co 2+ is exhibited via fluorescence quenching accompanied by colorimetric changes, whereas that of Ag + and Co 2+ is observed through colorimetric changes alone. Additionally, pH sensing studies were performed for the potential use of these ligands in biological applications.

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Stereoselective Reactions with Chiral Schiff Base Metal Complexes

Cited by 11 publications

References 44 publications

Recent developments in penta-, hexa- and heptadentate Schiff base ligands and their metal complexes

Recent developments in penta-, hexa- and heptadentate Schiff base ligands and their metal complexes

Recent Advances in the Catalytic Applications of Chiral Schiff‐Base Ligands and Metal Complexes in Asymmetric Organic Transformations

Water-Soluble Sulfonate Schiff-Base Ligands as Fluorescent Detectors for Metal Ions in Drinking Water and Biological Systems

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