Dimeric & Polymeric Chiral Schiff Base Complexes and Supported BINOL Complexes as Potential Recyclable Catalysts in Asymmetric Kinetic Resolution and C–C Bond Formation Reactions
Abstract:This review is based on dimeric and polymeric chiral Schiff base metal complexes and chiral BINOL supported metal complexes as potential recyclable catalysts for kinetic resolution of racemic and meso epoxide and asymmetric C-C bond formation reactions e.g., asymmetric addition of diethylzinc to aldehydes, enantioselective addition of phenylacetylene to aldehydes, asymmetric nitro-Aldol reactions and asymmetric cyanation reaction.
“…Salen Schiff base-transition metal complexes and their composites have been broadly researched due to its potential use as a promising catalyst in a wide range of organic transformations 13 . Hydrogen peroxide is a powerful and environment friendly oxidizing agents since the product of its degradation are H 2 O and O 2 14 .…”
Up to now, a very few catalysts have been developed approaching the heterogeneous catalytic degradation of Eosin Y and Chromotrope 2R dyes (Acid Red 29). The present study provides a complete perspective of recyclable nanocomposite Au(Salen)@CC for catalytic degradation of hazardous water pollutant dyes viz., Eosin Y & Chromotrope 2R using mild reaction conditions. New gold Salen complex doped carbon nanocomposite Au(Salen)@CC was developed by easy methodology using nano carbon cage (CC) prepared from low-priced Pyrolysis fuel oil (PFO) residue based Pitch. The UV-Vis adsorption spectroscopy results of Eosin Y and Chromotrope 2R dyes indicated complete degradation into acidic compounds which can be further mineralized to CO2 and H2O under mild reaction conditions. The heterogeneous catalyst recycled and reused successfully for four repeated experiments without loss in its adequate performance. This new sustainable and eco-friendly catalyst delivered significant degradation activity compared to existing reports and it can be further utilized for new multifunctional applications such as, radiopharmaceutical activities, heterogeneous catalysis and chiral resolution.
“…Salen Schiff base-transition metal complexes and their composites have been broadly researched due to its potential use as a promising catalyst in a wide range of organic transformations 13 . Hydrogen peroxide is a powerful and environment friendly oxidizing agents since the product of its degradation are H 2 O and O 2 14 .…”
Up to now, a very few catalysts have been developed approaching the heterogeneous catalytic degradation of Eosin Y and Chromotrope 2R dyes (Acid Red 29). The present study provides a complete perspective of recyclable nanocomposite Au(Salen)@CC for catalytic degradation of hazardous water pollutant dyes viz., Eosin Y & Chromotrope 2R using mild reaction conditions. New gold Salen complex doped carbon nanocomposite Au(Salen)@CC was developed by easy methodology using nano carbon cage (CC) prepared from low-priced Pyrolysis fuel oil (PFO) residue based Pitch. The UV-Vis adsorption spectroscopy results of Eosin Y and Chromotrope 2R dyes indicated complete degradation into acidic compounds which can be further mineralized to CO2 and H2O under mild reaction conditions. The heterogeneous catalyst recycled and reused successfully for four repeated experiments without loss in its adequate performance. This new sustainable and eco-friendly catalyst delivered significant degradation activity compared to existing reports and it can be further utilized for new multifunctional applications such as, radiopharmaceutical activities, heterogeneous catalysis and chiral resolution.
“…Transition metal complexes, in general, have been widely used as catalysts in many organic and polymer syntheses. [89][90][91] Wilkinson's catalyst; ((PPh 3 ) 3 RhCl) and Vaska's complex;…”
Section: -1-catalytic Activity Of Oxazoline Complexes In Organic Reactionsmentioning
confidence: 99%
“…The role of chirality in the pharmaceutical industry is crucial because different enantiomers or diastereomers have different biological activities. 89 Therefore, design, development and synthesis of asymmetric catalysis is very important since a small amount of catalyst can promote reactions and lead to the generation of chiral products. 89 A large number of these ligands can be synthesized from available chiral amino alcohols.…”
Section: -1-catalytic Activity Of Oxazoline Complexes In Organic Reactionsmentioning
The synthesis and characterization of new copper pincer complexes via cyclometallation of potentially anionic pincer ligands with C1 point group symmetry is reported. All of these complexes have been characterized by single crystal X-ray diffraction method, which confirms the proposed tridentate binding mode of pincer ligand and the formation of an amido N-Cu bond. The reactivity of two of the complexes was investigated towards C-C bond formation reaction, notably the Henry reaction. One of the complexes, which was derived from the achiral pincer ligand, is shown to be a suitable catalyst for the Henry reaction under the standard conditions. The Henry or nitroaldol reaction is one of the organic reactions which affords a C-C bond. The product of this reaction is a β-nitro alcohol which is formed by addition of a nitroalkane to a carbonyl compound.
“…In this context, catalysts derived from cyclic ligands that contained more than one metal center in close proximity to each other might display enhanced reactivity relative to conventional monomeric salen catalyst systems. Successful approaches identified to date include the construction of covalently‐linked dimers which provided, when investigated as catalysts for KR, enhanced reactivity relative to monomeric catalysts 167. As an example, Kureshy et al.…”
While tremendous advances have been made in asymmetric synthesis, the resolution of racemates is still the most important industrial approach to the synthesis of chiral compounds. The use of enzymes for the kinetic resolution (KR) of racemic substrates to afford enantiopure compounds in high enantioselectivity and good yield has long been a popular strategy in synthesis. However, transition metal-mediated and more recently organocatalyzed KRs have gained popularity within the synthetic community over the last two decades due to the progress made in the development of chiral catalysts for asymmetric reactions. Many catalytic non-enzymatic procedures have been developed providing high enantioselectivity and yield for both products and recovered starting materials. Indeed, the non-enzymatic KR of racemic compounds based on the use of a chiral catalyst is presently an area of great importance in asymmetric organic synthesis. The goal of this review is to provide an update on the principal developments of catalytic non-enzymatic KR covering the literature since 2004. This review is subdivided into seven sections, according to the different types of compounds that have been resolved through catalytic non-enzymatic KR, such as alcohols,
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