CoII complex of N-[2-(phenylseleno)cyclohexyl]-N-(pyridin-2-ylmethylene) amine: Synthesis, electrochemistry and catalysis of triphenylphosphine and norbornene oxidation by nitrous oxide

Chernysheva, A. N.; Белоглазкина, Е. К.; Moiseeva, Anna A.; Antipin, R. L.; Зык, Н. В.; Зефиров, Н. С.

doi:10.1016/j.mencom.2012.03.005

Cited by 18 publications

(3 citation statements)

References 26 publications

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“…The retention time of these isomers was also confirmed by synthesizing the epoxynorbornane, using m -chloroperbenzoic acid, to confirm the configuration of the isomers. From the literature, the selectivity and yield of epoxide are moderate and most of the authors do not specify the epoxy isomer obtained. ,,, The chiral iron(III)-Salen catalysts were found to be selective to exo -epoxynorbornane with moderate yield (21–35%) . When mesoporous materials were used as catalysts under similar conditions used in our work (oxygen source and solvent), the main product identified was exo -2,3-epoxynorbornane and its selectivity was 61–87% .…”

Section: Results and Discussionmentioning

confidence: 99%

Norbornene Oxidation by Chiral Complexes Encapsulated in NaY Zeolite

et al. 2014

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The preparation of chiral metal complexes in NaY zeolite is reported. The guests, chiral metal complexes, were entrapped in the supercages of NaY zeolite (host) by a two-step process in the liquid phase: (i) inclusion of the selected transition metal (rhodium(III) and manganese(II)) by ion-exchange in the porous structure and (ii) introduction of the chiral ligand, an d-erythrose amino derivative, namely (2R,4S,5R)-4-[(N-methylamino)methyl]-2-phenyl-1,3-dioxan-5-ol, followed by assembly of the complex inside the void space of the zeolite. Structural (FTIR and XRD), surface studies (SEM) and chemical analyses were used to characterize the new host–guest catalysts and the results indicated that chiral metal complexes were successfully encapsulated in supercages of the NaY zeolite. Catalytic studies were performed in liquid phase for norbornene oxidation using tert-butyl hydroperoxide as the oxygen source. The catalytic results were compared with styrene and cyclohexanol oxidation as model reactions. The prepared chiral catalysts exhibited catalytic activity for all oxidation reactions. The stability of the catalysts before and after reaction was confirmed by cyclic voltammetry and FTIR studies.

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Section: Results and Discussionmentioning

confidence: 99%

Norbornene Oxidation by Chiral Complexes Encapsulated in NaY Zeolite

et al. 2014

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“…This novel approach can be an eco‐responsible alternative to the traditional production of phosphines oxides in presence of oxygen or peroxides, with poor selectivity control and generation of chemical waste [13] . Uncommon cobalt, ruthenium or nickel complexes have already been applied for phosphines oxidation under N 2 O atmosphere [13–16] . Nevertheless, no correlation with N 2 production has been demonstrated providing an oxygen source ambiguity, and the designed complexes require high loading (≈20 % mol) to activate N 2 O and are often more sensitive than robust heterogeneous catalysts.…”

Section: Introductionmentioning

confidence: 99%

“…[13] Uncommon cobalt, ruthenium or nickel complexes have already been applied for phosphines oxidation under N 2 O atmosphere. [13][14][15][16] Nevertheless, no correlation with N 2 production has been demonstrated providing an oxygen source ambiguity, and the designed complexes require high loading ( � 20 % mol) to activate N 2 O and are often more sensitive than robust heterogeneous catalysts.…”

Section: Introductionmentioning

confidence: 99%

Photocatalytic Oxygen Transfer as an Innovative Route for N₂O Upgrading**

et al. 2023

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As concentration of nitrous oxide (N2O) keeps growing steeply in the atmosphere, upgrading this anthropogenic greenhouse gas as a potential oxygen transfer agent constitutes a real challenge to limit global warming and ozone layer depletion. Decomposition of N2O is mainly described under highly energy‐consuming thermal activation, owing to its high stability and large activation barrier, making it kinetically inert. Herein, we demonstrate the controlled photocatalytic upgrading of N2O as an oxygen atom donor, releasing only dinitrogen (N2) as a benign co‐product. The doped Ag@TiO2 photocatalyst specifically activates N2O for controlled oxidation of phosphines avoiding mineralization, under mild conditions (room temperature, 1 atm, λ=365 nm), as a proof‐of‐concept of the valorization of N2O as an oxygen transfer agent. The catalytic system is active and selective in various organic solvents, as well as innovatively in water, depending on the phosphine structure.

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Zero‐Valent Amino‐Olefin Cobalt Complexes as Catalysts for Oxygen Atom Transfer Reactions from Nitrous Oxide

et al. 2016

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The synthesis and characterization of several zerovalent cobalt complexes with ab is(olefin)-amino ligand is presented. Some of these complexes proved to be efficient catalysts for the selective oxidation of secondary and allylic phosphanes,a sw ell as diphosphanes,e ven with ad irect PÀP bond. With 5mol %c atalyst loadings the oxidations proceed under mild conditions (25-70 8 8C, 7-22 h, 2bar N 2 O) and affordg ood to excellent yields (65-98 %). In this process,t he greenhouse gas N 2 Oi sc atalytically converted into benign N 2 and added-value organophosphorus compounds,s ome of which are difficult to obtain otherwise.Phosphane oxides find applications mainly as:1 )l igands in metal-catalyzed cross-coupling reactions (secondary phosphane oxides,O = PHR 2 ), [1] 2) contact doping for silicon wafers and nanostructures, [2] 3) photoinitiators, [3] 4) constituents of phosphorescent organic light emitting diodes (the so-called PHOLEDs), [4] and 5) extracting agents for actinides,l anthanides and transuranic elements,toname afew. [5] Tr aditionally they are prepared from phosphanes by aerobic oxidation or treatment with peroxides.These methods can be cumbersome because of low selectivity and functional-group tolerance which may lead to complicated work-up protocols and/or generation of chemical waste.Additionally,these methods are not suitable for highly sensitive phosphanes containing C=C, -A (Venezuela) Dr.M .V ogt Current address:Institut fürAnorganische Chemie und Kristallographie, UniversitätB remen, LeobenerS tr.NW2, 28359 Bremen (Germany) Supportinginformation and the ORCID identification number(s) for the author(s) of this article can be found under http://dx.

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CoII complex of N-[2-(phenylseleno)cyclohexyl]-N-(pyridin-2-ylmethylene) amine: Synthesis, electrochemistry and catalysis of triphenylphosphine and norbornene oxidation by nitrous oxide

Cited by 18 publications

References 26 publications

Norbornene Oxidation by Chiral Complexes Encapsulated in NaY Zeolite

Norbornene Oxidation by Chiral Complexes Encapsulated in NaY Zeolite

Photocatalytic Oxygen Transfer as an Innovative Route for N₂O Upgrading**

Zero‐Valent Amino‐Olefin Cobalt Complexes as Catalysts for Oxygen Atom Transfer Reactions from Nitrous Oxide

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CoII complex of N-[2-(phenylseleno)cyclohexyl]-N-(pyridin-2-ylmethylene) amine: Synthesis, electrochemistry and catalysis of triphenylphosphine and norbornene oxidation by nitrous oxide

Cited by 18 publications

References 26 publications

Norbornene Oxidation by Chiral Complexes Encapsulated in NaY Zeolite

Norbornene Oxidation by Chiral Complexes Encapsulated in NaY Zeolite

Photocatalytic Oxygen Transfer as an Innovative Route for N2O Upgrading**

Zero‐Valent Amino‐Olefin Cobalt Complexes as Catalysts for Oxygen Atom Transfer Reactions from Nitrous Oxide

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Photocatalytic Oxygen Transfer as an Innovative Route for N₂O Upgrading**