Novel bis-Salen Mn(III) chiral complexes of rigid structure axially coordinated with bis-diphenolate and bis-diamine for epoxidation of unfunctionalized olefins

Huang, Xuemei; Fu, Xiangkai; Wu, Xi; Jia, Ziyong

doi:10.1016/j.tetlet.2013.05.087

Cited by 10 publications

(2 citation statements)

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“…To illustrate the first path, Fu et al prepared rigid chiral Mn-bis-salen complexes, through axial coordination of the Jacobsen catalyst with bis-diphenolate or bis-diamine linkers. [40] These catalysts showed interestingly higher activity and enantioselectivity than the monomer in asymmetric epoxidation of indene or α-methylstyrene (16, Scheme 11). This enhancement was attributed to cooperative interactions between both Mn active sites due to their proximity and the rigidity of the obtained complexes.…”

Section: Polymerization Of Salen Derivativesmentioning

confidence: 99%

“…To illustrate the first path, Fu et al . prepared rigid chiral Mn‐bis‐salen complexes, through axial coordination of the Jacobsen catalyst with bis‐diphenolate or bis‐diamine linkers . These catalysts showed interestingly higher activity and enantioselectivity than the monomer in asymmetric epoxidation of indene or α‐methylstyrene ( 16 , Scheme ).…”

Section: Polymerization Of Salen Derivativesmentioning

confidence: 99%

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Chiral Salen Complexes for Asymmetric Heterogeneous Catalysis: Recent Examples for Recycling and Cooperativity

2019

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Chiral salen complexes are privileged and versatile catalysts used in a wide variety of enantioselective transformations. Researches for their use in multicatalysis, including cooperative as well as tandem processes, are more recent, but many reports already highlight the important effect of the salen ligand structure on reaction rates and/or selectivities. This review article thus outlines the literature covering last five years, on the current developments of chiral polymetallic salen complexes used in asymmetric heterogeneous catalysis; their preparation, their efficiency as catalysts in various reactions and their recyclability are highlighted according to the immobilization procedures involved for their heterogenization. These methods include grafting on organic or inorganic supports insuring easy recovery by simple filtration. Polymerization processes are also part of recent research, leading to high densities of catalytic sites to favor their cooperativity. Combination of salen complexes via non covalent interactions or their introduction on MOFs and COFs networks is currently in full expansion, with examples of highly functionalized and enantioenriched products issued from tandem catalysis.

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Section: Polymerization Of Salen Derivativesmentioning

confidence: 99%

Section: Polymerization Of Salen Derivativesmentioning

confidence: 99%

Chiral Salen Complexes for Asymmetric Heterogeneous Catalysis: Recent Examples for Recycling and Cooperativity

2019

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Unprecedented Asymmetric Epoxidation of Isolated Carbon–Carbon Double Bonds by a Chiral Fluorous Fe(III) Salen Complex: Exploiting Fluorophilic Effect for Catalyst Design

et al. 2019

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The first asymmetric epoxidation of isolated carbon–carbon double bonds by a chiral salen complex using ubiquitous Fe(III) as a center‐metal is described. By simultaneously introducing fluorous tags and tert‐butyl groups into the ligand of the salen complex, asymmetric epoxidation is achieved. The fluorous tags act as both the electron‐withdrawing groups, to improve the catalytic activity for oxidation, and the driving force to form a unique asymmetric stereo environment. Crystallographic analysis of the complex revealed that the catalyst has a distinctive umbrella structure based on intramolecular fluorophilic effect. This is the first example of asymmetric catalytic space construction that exploits fluorous space‐interaction of neighboring fluorous tags.

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Three-Membered Ring Systems

Lapinsky¹

2014

Progress in Heterocyclic Chemistry

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Novel bis-Salen Mn(III) chiral complexes of rigid structure axially coordinated with bis-diphenolate and bis-diamine for epoxidation of unfunctionalized olefins

Cited by 10 publications

References 28 publications

Chiral Salen Complexes for Asymmetric Heterogeneous Catalysis: Recent Examples for Recycling and Cooperativity

Chiral Salen Complexes for Asymmetric Heterogeneous Catalysis: Recent Examples for Recycling and Cooperativity

Unprecedented Asymmetric Epoxidation of Isolated Carbon–Carbon Double Bonds by a Chiral Fluorous Fe(III) Salen Complex: Exploiting Fluorophilic Effect for Catalyst Design

Three-Membered Ring Systems

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