Palladium(II)-Schiff base complex immobilized covalently on h-BN: An efficient and recyclable catalyst for aqueous organic transformations

Li, Weijian; Lv, Guanghui; Cheng, Xu; Sang, Rui; Ma, Xiaojun; Zhang, Yong; Nie, Ruifang; Li, Jie; Guan, Mei; Wu, Yong

doi:10.1016/j.tet.2016.11.027

Cited by 15 publications

(11 citation statements)

References 54 publications

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“…Additionally, absorption bands at 2936 and 1633 cm -1 are attributed to the CH 2 and NH 2 stretching vibrations of amino-propyl moiety. Furthermore, on moving to the FTIR spectra of h -BN@APTES@BP and h -BN@APTES@BP@Cu, no noticeable peak of C = N absorption (that usually is observed around 1632–1645 cm −1 due to the imine bond formation as a result of Schiff’s condensation between NH 2 groups of h -BN@APTES and carbonyl groups of the ligand) can be seen which indicates that this peak is concealed under the broad band of B − N bonds 57 , 58 .…”

Section: Resultsmentioning

confidence: 98%

Enhanced catalysis through structurally modified hybrid 2-D boron nitride nanosheets comprising of complexed 2-hydroxy-4-methoxybenzophenone motif

Rana

Dixit

Sharma

et al. 2021

Sci Rep

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Tuning the structural architecture of the pristine two dimensional hexagonal boron nitride (h-BN) nanosheets through rational surface engineering have proven advantageous in the fabrication of competent catalytic materials. Inspired by the performance of h-BN based nanomaterials in expediting key organic transformations, we channelized our research efforts towards engineering the inherent surface properties of the exclusively stacked h-BN nanosheets through the incorporation of a novel competent copper complex of a bidentate chelating ligand 2-hydroxy-4-methoxybenzophenone (BP). Delightfully, this hybrid nanomaterial worked exceptionally well in boosting the [3 + 2] cycloaddition reaction of azide and nitriles, providing a facile access to a diverse variety of highly bioactive tetrazole motifs. A deep insight into the morphology of the covalently crafted h-BN signified the structural integrity of the exfoliated h-BN@OH nanosheets that exhibited lamellar like structures possessing smooth edges and flat surface. This interesting morphology could also be envisioned to augment the catalysis by allowing the desired surface area for the reactants and thus tailoring their activity. The work paves the way towards rational design of h-BN based nanomaterials and adjusting their catalytic potential by the use of suitable complexes for promoting sustainable catalysis, especially in view of the fact that till date only a very few h-BN nanosheets based catalysts have been devised.

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Section: Resultsmentioning

confidence: 98%

Enhanced catalysis through structurally modified hybrid 2-D boron nitride nanosheets comprising of complexed 2-hydroxy-4-methoxybenzophenone motif

Rana

Dixit

Sharma

et al. 2021

Sci Rep

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show abstract

“…56 One such preformed molecular complex, reported by Yao and co-workers in 2004, 56 is an outstanding homogeneous catalyst for this reaction and shows extremely high efficiency. H6 catalyses the reaction in a shorter reaction time (45 minutes to 6 hours) (Scheme 24) than many other heterogeneous catalysts developed by immobilizing palladium on solid supports such as silica, 115 boron nitride, 116 La 2 O 3 , 117 and carbon nanocoils. 118 These catalytic systems require a longer reaction time (3-24 hours) [114][115][116][117] and high catalyst loading.…”

Section: Heck Coupling Reactionmentioning

confidence: 99%

“…H6 catalyses the reaction in a shorter reaction time (45 minutes to 6 hours) (Scheme 24) than many other heterogeneous catalysts developed by immobilizing palladium on solid supports such as silica, 115 boron nitride, 116 La 2 O 3 , 117 and carbon nanocoils. 118 These catalytic systems require a longer reaction time (3-24 hours) [114][115][116][117] and high catalyst loading. [115][116][117][118] In addition to a shorter reaction time, catalyst H6 also offers the advantage of increased recyclability up to 10 reaction cycles with a 23% loss in reactivity.…”

Section: Heck Coupling Reactionmentioning

confidence: 99%

“…118 These catalytic systems require a longer reaction time (3-24 hours) [114][115][116][117] and high catalyst loading. [115][116][117][118] In addition to a shorter reaction time, catalyst H6 also offers the advantage of increased recyclability up to 10 reaction cycles with a 23% loss in reactivity. In com-parison with H6, sulphur donor based catalytic systems such as CoAl-LDH@N, S doped graphene@Pd 119 and γ-Fe 3 O 4 / AEPH 2 -TC (TC: thiophene carboxaldehyde) 120 require lower temperatures i.e.…”

Section: Heck Coupling Reactionmentioning

confidence: 99%

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Organoselenium ligands for heterogeneous and nanocatalytic systems: development and applications

et al. 2021

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“…Furthermore, h-BN@APTES@BP@Cu spectrum exhibit a peak at 1632 cm -1 which depicts the imine group formation as a result of Schiff's condensation between NH 2 groups of h-BN@APTES and carbonyl groups of the ligand. However, C=N absorption peak is concealed under the broad band of B−N bonds 55 .…”

Section: Catalyst Characterizationsmentioning

confidence: 99%

Enhanced Catalysis through Structurally Modified Hybrid 2-D Boron Nitride Nanosheets Comprising of Complexed 2-hydroxy-4- methoxybenzophenone Motif

Dixit

Sharma

Dutta

et al. 2021

Preprint

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Tuning the scturtrual architecture of the pristine two dimensional hexagonal boron nitride (h-BN) nanosheets through rational surface engineering can prove advantageous in the fabrication of competent catalytic materials. Inspired by the performance of h-BN based nanomaterials in expediting key organic transformations, we channelized our research efforts towards engineering the inherent surface properties of the exclusively stacked h-BN through the incorporation of a novel competent copper complex of a bidentate chelating ligand 2-hydroxy-4-methoxybenzophenone. Delightfully, this hybrid nanomaterial worked exceptionally well in boosting the [3+2] cycloaddition reaction of azide and nitriles, providing a facile access to a diverse variety of highly bioactive tetrazole motifs. A deep insight into the morphology of the covalently crafted h-BN signified the structural integrity of the exfoliated h-BN@OH nanosheets that exhibited lamellar like structures possessing smooth edges and flat surface. This interesting morphology could also be envisioned to augment the catalysis by allowing the desired surface area for the reactants and thus tailoring their activity. The work paves the way towards rational design of h-BN based nanomaterials and adjusting their catalytic potential by the use of suitable complexes for promoting sustainable catalysis, especially in view of the fact that till date only a very few h-BN nanosheets based catalysts have been devised.

show abstract

Palladium(II)-Schiff base complex immobilized covalently on h-BN: An efficient and recyclable catalyst for aqueous organic transformations

Cited by 15 publications

References 54 publications

Enhanced catalysis through structurally modified hybrid 2-D boron nitride nanosheets comprising of complexed 2-hydroxy-4-methoxybenzophenone motif

Enhanced catalysis through structurally modified hybrid 2-D boron nitride nanosheets comprising of complexed 2-hydroxy-4-methoxybenzophenone motif

Organoselenium ligands for heterogeneous and nanocatalytic systems: development and applications

Enhanced Catalysis through Structurally Modified Hybrid 2-D Boron Nitride Nanosheets Comprising of Complexed 2-hydroxy-4- methoxybenzophenone Motif

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