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Effect of ion exchange resin functionality on catalytic activity and leaching of palladium nanoparticles in Suzuki cross-coupling reactions

Beau Van Vaerenbergh (UGent) , Jeroen Lauwaert (UGent) , Wim Bert (UGent) , Joris Thybaut (UGent) , Jeriffa De Clercq (UGent) and Pieter Vermeir (UGent)
(2017) CHEMCATCHEM. 9(3). p.451-457
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Abstract
Macroporous ion exchange resin supported palladium nanoparticle (Pd-NP) catalysts are prepared by an intermatrix synthesis. For the first time, the effect of resin functionality (weak acid, strong acid, strong base) on the NP size, their catalytic activity, and leaching is investigated in the Suzuki cross-coupling of iodobenzene and phenylboronic acid. Whereas the smallest NPs (1.34nm) are found in the thiol Ambersep GT74 resin, the sulfonic acid Lewatit K2629 and quaternary amine LewatitMP500 OH resins resulted in NPs of a similar size (2.42 and 2.59 nm, respectively). Despite their smaller size, the NPs on Ambersep GT74 exhibited the lowest conversion (21.6%), which is attributed to a too strong coordination of the NPs by the thiol groups. The conversions obtained by using Lewatit K2629 (76.8%) and Lewatit MP500OH (94.2%) were considerably higher, the excellent performance of the latter catalyst being ascribed to the promoting effect of the hydroxyl groups on the transmetallation and reductive elimination steps in Suzuki cross-coupling. No Pd leaching was observed when using Ambersep GT74 as the support, compared with Pd leaching amounting to 1.1% and 4.8% when using Lewatit MP500OH and Lewatit K2629, respectively. Such low values indicate that ion exchange resins are ideal supports to stabilize the NPs. Particularly, the combination of high conversion and limited leaching on Lewatit MP500OH opens up new perspectives for catalyzing Suzuki cross-coupling with a heterogeneous catalyst.
Keywords
MESOPOROUS SILICA, PD NANOPARTICLES, MIYAURA REACTION, HETEROGENEOUS CATALYSTS, RECYCLABLE CATALYST, METAL NANOPARTICLES, POLYMER FRAMEWORKS, CARBON NANOTUBES, HIGHLY EFFICIENT, AQUEOUS-SOLUTION, heterogeneous catalysis, ion exchange resins, palladium nanoparticles, Suzuki cross-coupling reactions

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Chicago
Van Vaerenbergh, Beau, Jeroen Lauwaert, Wim Bert, Joris Thybaut, Jeriffa De Clercq, and Pieter Vermeir. 2017. “Effect of Ion Exchange Resin Functionality on Catalytic Activity and Leaching of Palladium Nanoparticles in Suzuki Cross-coupling Reactions.” Chemcatchem 9 (3): 451–457.
APA
Van Vaerenbergh, Beau, Lauwaert, J., Bert, W., Thybaut, J., De Clercq, J., & Vermeir, P. (2017). Effect of ion exchange resin functionality on catalytic activity and leaching of palladium nanoparticles in Suzuki cross-coupling reactions. CHEMCATCHEM, 9(3), 451–457.
Vancouver
1.
Van Vaerenbergh B, Lauwaert J, Bert W, Thybaut J, De Clercq J, Vermeir P. Effect of ion exchange resin functionality on catalytic activity and leaching of palladium nanoparticles in Suzuki cross-coupling reactions. CHEMCATCHEM. 2017;9(3):451–7.
MLA
Van Vaerenbergh, Beau, Jeroen Lauwaert, Wim Bert, et al. “Effect of Ion Exchange Resin Functionality on Catalytic Activity and Leaching of Palladium Nanoparticles in Suzuki Cross-coupling Reactions.” CHEMCATCHEM 9.3 (2017): 451–457. Print.
@article{8545119,
  abstract     = {Macroporous ion exchange resin supported palladium nanoparticle (Pd-NP) catalysts are prepared by an intermatrix synthesis. For the first time, the effect of resin functionality (weak acid, strong acid, strong base) on the NP size, their catalytic activity, and leaching is investigated in the Suzuki cross-coupling of iodobenzene and phenylboronic acid. Whereas the smallest NPs (1.34nm) are found in the thiol Ambersep GT74 resin, the sulfonic acid Lewatit K2629 and quaternary amine LewatitMP500 OH resins resulted in NPs of a similar size (2.42 and 2.59 nm, respectively). Despite their smaller size, the NPs on Ambersep GT74 exhibited the lowest conversion (21.6\%), which is attributed to a too strong coordination of the NPs by the thiol groups. The conversions obtained by using Lewatit K2629 (76.8\%) and Lewatit MP500OH (94.2\%) were considerably higher, the excellent performance of the latter catalyst being ascribed to the promoting effect of the hydroxyl groups on the transmetallation and reductive elimination steps in Suzuki cross-coupling. No Pd leaching was observed when using Ambersep GT74 as the support, compared with Pd leaching amounting to 1.1\% and 4.8\% when using Lewatit MP500OH and Lewatit K2629, respectively. Such low values indicate that ion exchange resins are ideal supports to stabilize the NPs. Particularly, the combination of high conversion and limited leaching on Lewatit MP500OH opens up new perspectives for catalyzing Suzuki cross-coupling with a heterogeneous catalyst.},
  author       = {Van Vaerenbergh, Beau and Lauwaert, Jeroen and Bert, Wim and Thybaut, Joris and De Clercq, Jeriffa and Vermeir, Pieter},
  issn         = {1867-3880},
  journal      = {CHEMCATCHEM},
  keyword      = {MESOPOROUS SILICA,PD NANOPARTICLES,MIYAURA REACTION,HETEROGENEOUS CATALYSTS,RECYCLABLE CATALYST,METAL NANOPARTICLES,POLYMER FRAMEWORKS,CARBON NANOTUBES,HIGHLY EFFICIENT,AQUEOUS-SOLUTION,heterogeneous catalysis,ion exchange resins,palladium nanoparticles,Suzuki cross-coupling reactions},
  language     = {eng},
  number       = {3},
  pages        = {451--457},
  title        = {Effect of ion exchange resin functionality on catalytic activity and leaching of palladium nanoparticles in Suzuki cross-coupling reactions},
  url          = {http://dx.doi.org/10.1002/cctc.201601175},
  volume       = {9},
  year         = {2017},
}

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