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Article

Straightforward Immobilization of Phosphonic Acids and Phosphoric Acid Esters on Mesoporous Silica and Their Application in an Asymmetric Aldol Reaction

Department of Chemistry, Paderborn University, Warburger Str. 100, D-33098 Paderborn, Germany
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Nanomaterials 2019, 9(2), 249; https://doi.org/10.3390/nano9020249
Received: 31 December 2018 / Revised: 27 January 2019 / Accepted: 4 February 2019 / Published: 12 February 2019
(This article belongs to the Special Issue Functional Nanoporous Materials)
The combined benefits of moisture-stable phosphonic acids and mesoporous silica materials (SBA-15 and MCM-41) as large-surface-area solid supports offer new opportunities for several applications, such as catalysis or drug delivery. We present a comprehensive study of a straightforward synthesis method via direct immobilization of several phosphonic acids and phosphoric acid esters on various mesoporous silicas in a Dean–Stark apparatus with toluene as the solvent. Due to the utilization of azeotropic distillation, there was no need to dry phosphonic acids, phosphoric acid esters, solvents, or silicas prior to synthesis. In addition to modeling phosphonic acids, immobilization of the important biomolecule adenosine monophosphate (AMP) on the porous supports was also investigated. Due to the high surface area of the mesoporous silicas, a possible catalytic application based on immobilization of an organocatalyst for an asymmetric aldol reaction is discussed. View Full-Text
Keywords: mesoporous silica; organocatalysis; host–guest materials; magic-angle spinning NMR (MAS-NMR) mesoporous silica; organocatalysis; host–guest materials; magic-angle spinning NMR (MAS-NMR)
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MDPI and ACS Style

Weinberger, C.; Heckel, T.; Schnippering, P.; Schmitz, M.; Guo, A.; Keil, W.; Marsmann, H.C.; Schmidt, C.; Tiemann, M.; Wilhelm, R. Straightforward Immobilization of Phosphonic Acids and Phosphoric Acid Esters on Mesoporous Silica and Their Application in an Asymmetric Aldol Reaction. Nanomaterials 2019, 9, 249. https://doi.org/10.3390/nano9020249

AMA Style

Weinberger C, Heckel T, Schnippering P, Schmitz M, Guo A, Keil W, Marsmann HC, Schmidt C, Tiemann M, Wilhelm R. Straightforward Immobilization of Phosphonic Acids and Phosphoric Acid Esters on Mesoporous Silica and Their Application in an Asymmetric Aldol Reaction. Nanomaterials. 2019; 9(2):249. https://doi.org/10.3390/nano9020249

Chicago/Turabian Style

Weinberger, Christian, Tatjana Heckel, Patrick Schnippering, Markus Schmitz, Anpeng Guo, Waldemar Keil, Heinrich C. Marsmann, Claudia Schmidt, Michael Tiemann, and René Wilhelm. 2019. "Straightforward Immobilization of Phosphonic Acids and Phosphoric Acid Esters on Mesoporous Silica and Their Application in an Asymmetric Aldol Reaction" Nanomaterials 9, no. 2: 249. https://doi.org/10.3390/nano9020249

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