Luminescent behaviors of bipyridine proline-grafted hybrid bimodal mesoporous silica and its catalytic performance in asymmetric aldol reaction

2018 ◽  
Vol 260 ◽  
pp. 245-252 ◽  
Author(s):  
Zhiyun Tang ◽  
Jihong Sun ◽  
Hongwu Zhao ◽  
Shiyang Bai ◽  
Xia Wu ◽  
...  
Keyword(s):  
Mesoporous Silica ◽  
Aldol Reaction ◽  
Catalytic Performance ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction

Alternating chiral selectivity of aldol reactions under the confined space of mesoporous silica

2015 ◽  
Vol 51 (96) ◽  
pp. 17116-17119 ◽  
Author(s):  
Chewei Yeh ◽  
Yan-Ru Sun ◽  
Shing-Jong Huang ◽  
Yeun-Min Tsai ◽  
Soofin Cheng
Keyword(s):  
Mesoporous Silica ◽  
Aldol Reaction ◽  
Recyclable Catalyst ◽  
Aldol Reactions ◽  
Water Medium ◽  
Confined Space ◽  
Asymmetric Aldol ◽  
Co Catalysts ◽  
Asymmetric Aldol Reaction ◽  
Chiral Selectivity

The chiral selectivities were altered and high diastereo- and enantio-selectivities of the products were obtained in water medium without adding acid co-catalysts when a primary–tertiary diamine catalyst was immobilized on mesoporous SBA-15 to form a recyclable catalyst for the direct asymmetric aldol reaction of cyclohexanone with p-nitrobenzaldehyde.

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

Nanomaterials ◽  
2019 ◽  
Vol 9 (2) ◽  
pp. 249 ◽  
Author(s):  
Christian Weinberger ◽  
Tatjana Heckel ◽  
Patrick Schnippering ◽  
Markus Schmitz ◽  
Anpeng Guo ◽  
...  
Keyword(s):  
Mesoporous Silica ◽  
Phosphoric Acid ◽  
Surface Area ◽  
Aldol Reaction ◽  
Synthesis Method ◽  
Mesoporous Silicas ◽  
Phosphonic Acids ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction ◽  
Acid Esters

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.

A phosphotungstic acid-supported multifunctional organocatalyst containing 9-amino(9-deoxy)epi-cinchonidine and Brønsted acid and its application in asymmetric aldol reaction

RSC Advances ◽  
2016 ◽  
Vol 6 (61) ◽  
pp. 55894-55902 ◽  
Author(s):  
Ling Lan ◽  
Guangxin Xie ◽  
Tao Wu ◽  
Dandan Feng ◽  
Xuebing Ma
Keyword(s):  
Phosphotungstic Acid ◽  
Aldol Reaction ◽  
Catalytic Performance ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Asymmetric Aldol ◽  
Brönsted Acid ◽  
Asymmetric Aldol Reaction ◽  
First Time ◽  
Excellent Catalytic Performance

Phosphotungstic acid-supported multifunctional 9-amino(9-deoxy)epi-cinchonidine containing Brønsted acid was developed through facile precipitation for the first time and afforded aldol adducts in excellent catalytic performance with good reusability.

Bipyridine-Proline Grafted Silicas with Different Mesopore Structures: Their Catalytic Performance in Asymmetric Aldol Reaction and Structure Effect

2018 ◽  
Vol 148 (8) ◽  
pp. 2408-2417 ◽  
Author(s):  
Xu He ◽  
Shiyang Bai ◽  
Jihong Sun ◽  
Yajing Zhang ◽  
Hongwu Zhao ◽  
...  
Keyword(s):  
Aldol Reaction ◽  
Catalytic Performance ◽  
Structure Effect ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction

Stability of Immobilization of Bipyridine‐proline on Zn‐Modified Bimodal Mesoporous Silicas and Recyclable Catalytic Performance in Asymmetric Aldol Reaction

2019 ◽  
Vol 4 (11) ◽  
pp. 3105-3112 ◽  
Author(s):  
Yajing Zhang ◽  
Jihong Sun ◽  
Shiyang Bai ◽  
Hongwu Zhao ◽  
Xia Wu ◽  
...  
Keyword(s):  
Aldol Reaction ◽  
Catalytic Performance ◽  
Mesoporous Silicas ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction

scholarly journals New Mesoporous Silica-Supported Organocatalysts Based on (2S)-(1,2,4-Triazol-3-yl)-Proline: Efficient, Reusable, and Heterogeneous Catalysts for the Asymmetric Aldol Reaction

Molecules ◽  
2020 ◽  
Vol 25 (19) ◽  
pp. 4532
Author(s):  
Omar Sánchez-Antonio ◽  
Kevin A. Romero-Sedglach ◽  
Erika C. Vázquez-Orta ◽  
Eusebio Juaristi
Keyword(s):  
Mesoporous Silica ◽  
Heterogeneous Catalysts ◽  
Solid Phase ◽  
Aldol Reaction ◽  
Substantial Reduction ◽  
Catalytic Efficiency ◽  
Aldol Reactions ◽  
Catalytic Systems ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction

Novel organocatalytic systems based on the recently developed (S)-proline derivative (2S)-[5-(benzylthio)-4-phenyl-(1,2,4-triazol)-3-yl]-pyrrolidine supported on mesoporous silica were prepared and their efficiency was assessed in the asymmetric aldol reaction. These materials were fully characterized by FT-IR, MS, XRD, and SEM microscopy, gathering relevant information regarding composition, morphology, and organocatalyst distribution in the doped silica. Careful optimization of the reaction conditions required for their application as catalysts in asymmetric aldol reactions between ketones and aldehydes afforded the anticipated aldol products with excellent yields and moderate diastereo- and enantioselectivities. The recommended experimental protocol is simple, fast, and efficient providing the enantioenriched aldol product, usually without the need of a special work-up or purification protocol. This approach constitutes a remarkable improvement in the field of heterogeneous (S)-proline-based organocatalysis; in particular, the solid-phase silica-bonded catalytic systems described herein allow for a substantial reduction in solvent usage. Furthermore, the supported system described here can be recovered, reactivated, and reused several times with limited loss in catalytic efficiency relative to freshly synthesized organocatalysts.

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