Oxidative kinetic resolution of alcohols using chiral Mn–salen complex immobilized onto ionic liquid modified silica

Sahoo, Suman; Kumar, Pradeep; Lefèbvre, Frédéric; Halligudi, S.B.

doi:10.1016/j.apcata.2008.10.039

Cited by 114 publications

(60 citation statements)

References 38 publications

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“…We have reported for the first time, supported ionic liquid phase chiral Mn-salen catalysis in the heterogeneous oxidative kinetic resolution of secondary alcohols [112,113]. The supported ionic liquid catalyst over mesoporous silica, SBA-15, was synthesized following the literature procedure (Scheme 6) [114,115].…”

Section: Oxidative Kinetic Resolution Of Secondary Alcoholsmentioning

confidence: 99%

Ordered Mesoporous Silica as Supports in the Heterogeneous Asymmetric Catalysis

2011

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Enantioselective synthesis of organic compounds has been studied by homogeneous catalysts for several years. However, these catalysts have yet to make a significant impact on industrial scales for fine chemical synthesis. A primary reason is the designing of a homogeneous asymmetric catalyst, which requires relatively bulky ligands and catalyst recovery and recycling often causes problems. One of the convincing ways to overcome this problem is to immobilise the asymmetric catalyst onto a solid support and the resulting heterogeneous asymmetric catalyst system can, in principle, be readily re-used. A large number of supports such as inorganic oxides including zeolites, alumina, zirconia, silica and organic polymers have been employed as supports in heterogeneous asymmetric catalysis. Therefore, in this review article we have summarized the work done by us in our laboratory on the immobilization of chiral transition metal complexes such as Ru, Ir, Mn and Ti onto ordered mesoporous silica and its asymmetric catalysis. All these immobilized catalysts were well characterized by different physicochemical techniques to confirm the structural retention of the support as well as the active metal complex after immobilization. This report includes our asymmetric catalytic investigations in enantioselective reactions such as hydrogenation of ketones, olefins, oxidation of sulfides and oxidative kinetic resolution of alcohols and sulfoxides through immobilized heterogeneous catalyst systems.

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Section: Oxidative Kinetic Resolution Of Secondary Alcoholsmentioning

confidence: 99%

Ordered Mesoporous Silica as Supports in the Heterogeneous Asymmetric Catalysis

2011

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“…Among the many processes known, the oxidative kinetic resolution (OKR) of racemic secondary alcohols is a particularly attractive and efficient method [12][13][14][15]. Several chiral complexes pre-prepared or generated in situ from the corresponding chiral ligands with Pd [16][17][18][19][20][21][22], Ru [23][24][25], Ir [26][27][28], Co [29], Fe [30], and Mn [31][32][33][34][35][36][37][38][39] ions have been used as catalysts for the OKR of racemic secondary alcohols. Among these metal complexes, chiral Mn(III)-salen complexes [31][32][33][34][35][36][37] are of special interest due to their easy synthesis, mild reaction conditions and very short reaction time.…”

Section: Introductionmentioning

confidence: 99%

Oxidative Kinetic Resolution of Secondary Alcohols with Salen–Mn(III)/NBS/NaClO System

et al. 2014

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“…Among various transition metals, manganese is probably the most versatile in promoting or catalyzing oxidation reactions [59][60][61][62][63][64][65]. Various supported manganese complexes have been prepared and used for various oxidation reactions [66][67][68][69][70][71]. Recently, silica functionalized Mn(acac) 2 has been reported for the oxidation of limonene using t-BHP as an oxidant [72].…”

Section: Introductionmentioning

confidence: 99%

Nanosized Mn(acac)3 Anchored on Amino Functionalized Silica for the Selective Oxidative Synthesis of 2-arylbenzimidazoles, 2-arylbenzothiazoles and Aerobic Oxidation of Benzoins in Water

Sodhi

Paul

2011

Catal Lett

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Silica functionalized Mn(acac) 3 was prepared and employed for the one-pot oxidative synthesis of 2-arylbenzimidazoles, 2-arylbenzothiazoles; and oxidation of benzoins to benzils under air atmosphere using water as the reaction medium. Environmentally friendly procedure, chemoselectivity and excellent yields are main advantages of this procedure. In all the cases, the catalyst was found to be highly active and selective; passes hot filtration test successfully; and could be recycled several times with a slight loss of activity.

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Oxidative kinetic resolution of alcohols using chiral Mn–salen complex immobilized onto ionic liquid modified silica

Cited by 114 publications

References 38 publications

Ordered Mesoporous Silica as Supports in the Heterogeneous Asymmetric Catalysis

Ordered Mesoporous Silica as Supports in the Heterogeneous Asymmetric Catalysis

Oxidative Kinetic Resolution of Secondary Alcohols with Salen–Mn(III)/NBS/NaClO System

Nanosized Mn(acac)3 Anchored on Amino Functionalized Silica for the Selective Oxidative Synthesis of 2-arylbenzimidazoles, 2-arylbenzothiazoles and Aerobic Oxidation of Benzoins in Water

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