Conjugating proline derivatives onto multi-walled carbon nanotubes: Preparation, characterization and catalytic activity in water

Chronopoulos, Demetrios D.; Kokotos, Christoforos G.; Tsakos, Michail; Karousis, Nikolaos; Kokotos, George; Tagmatarchis, Nikos

doi:10.1016/j.matlet.2015.05.060

Cited by 17 publications

(6 citation statements)

References 19 publications

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“…At first, various acids as additives were employed in combination with acetone/water as the solvent system with 20 mol% of catalyst loading and additive loading. A strong dependence on the water content was observed, which has been also reported for other organocatalysts for this reaction [2,48,49] . In all cases, except in entry 8, the addition of water resulted in a significant decrease of the enantioselectivity (Table 1, entries 2, 4, 6) compared to reactions performed under the same conditions without the addition of water (Table 1, entries 1, 3, 5).…”

Section: Resultssupporting

confidence: 81%

“…A strong dependence on the water content was observed, which has been also reported for other organocatalysts for this reaction. [2,48,49] In all cases, except in entry 8, the addition of water resulted in a significant decrease of the enantioselectivity (Table 1, entries 2, 4, 6) compared to reactions performed under the same conditions without the addition of water (Table 1, entries 1, 3, 5). Only with trifluoroacetic acid (TFA) as additive (Table 1, entry 8) the addition of water increased both the enantiomeric excess and yield, giving 79 % yield and 71 % ee.…”

Section: Chemistryselectmentioning

confidence: 93%

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On the Influence of a Camphor‐based 1,3‐Diamine Fragment in a Proline‐Based Organocatalyst

Wilhelm

2022

ChemistrySelect

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Multifunctional C 1 -symmetric organocatalysts were prepared incorporating a camphor-and a proline-based moiety. The new catalysts were evaluated in an asymmetric aldol reaction of acetone and aromatic aldehydes. A significant increase in the catalytic activity was found for the new proline analogue with the camphor-based 1,3-diamine unit. This new organocatalyst has one free primary amine group next to the secondary amine group of the proline unit. High yields of up to 97 % with good enantioselectivities (83 % ee) were obtained in the aldol reaction between various aromatic aldehydes and acetone in a shorter reaction time compared with (S)-proline. A camphorbased prolineamide analogue with a thiourea group was an efficient multifunctional organocatalyst for the aldol reaction of p-nitrobenzaldehyde and cyclohexanone with 86 % yield and up to 73 % ee. Moreover, matched-mismatched studies with opposite stereocenters in the camphor-based 1,3-diamine fragment revealed a significant influence of this unit on the overall performance of the new organocatalyst.

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Section: Resultssupporting

confidence: 81%

Section: Chemistryselectmentioning

confidence: 93%

On the Influence of a Camphor‐based 1,3‐Diamine Fragment in a Proline‐Based Organocatalyst

Wilhelm

2022

ChemistrySelect

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“…68 So far, the use of carbon nanomaterials in enantioselective transformations has only been addressed relying on post-functionalization procedures. 69,70 While, due to the harsh synthetic reaction conditions, the enantiopure building blocks undergo racemization generally leading to optically inactive CDs, as in the case of NCDs-1, 17 recently, chiral NCDs (NCDs-7) have been successfully prepared by employing (R,R)-or (S,S)-1,2-cyclohexanediamine in combination with L-arginine as precursors (Figure 8A). 17 Therefore, we studied the catalytic behavior of (S)-NCDs-7 in the aldol addition of acetone 1e to isatin 5a under enamine catalysis conditions (Figure 8B; Table S2).…”

Section: N-doped Carbon Nanodots As Aminocatalystsmentioning

confidence: 99%

Mapping the Surface Groups of Amine-Rich Carbon Dots Enables Covalent Catalysis in Aqueous Media

Filippini

Amato

Rosso

et al. 2020

Chem

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“…Both nanomaterials and carbon materials are attracting quite a bit of attention within the scope of material science and technology [1][2][3][4]. Carbon materials at the nanoscale level, named nanocarbon materials, not only exhibit better properties compared to those of conventional or microscale materials, but also possess new characteristics that conventional materials lack [2,3].…”

Section: Introduction: Carbon-based Materialsmentioning

confidence: 99%

Effect of hybridization on the value-added activated carbon materials

Julkapli

2016

Int J Ind Chem

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This paper provides a concise review of recent advances in activated carbon (AC) and its corresponding modified material. Topics covered in this work include the synthesis and characterization of AC as the feedstock materials, as well as the properties and applications of the subsequent hybrid material for different industries. Numerous research studies have since reported remarkable physical, chemical, thermal, conductivity, porosity, and mechanical (stiffness and strength) properties of AC in different types of multiple material matrices, including polymers, metals, and ceramics. The incorporation of AC particles into material matrices may result in the formation of an entire new class of advanced materials, due to the resulting strong interfacial bonds of the hybrid components. Although this requirement is no different from those that offer conventional hybrid materials, the scale of the reinforcement and filled phase of the AC has changed from micrometers to nanometers. This create opportunities to increase the potential applications of AC hybrid materials of the development of fundamentally unique new materials for in chemical conversion, environmental, and fuel storage applications.

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Conjugating proline derivatives onto multi-walled carbon nanotubes: Preparation, characterization and catalytic activity in water

Cited by 17 publications

References 19 publications

On the Influence of a Camphor‐based 1,3‐Diamine Fragment in a Proline‐Based Organocatalyst

On the Influence of a Camphor‐based 1,3‐Diamine Fragment in a Proline‐Based Organocatalyst

Mapping the Surface Groups of Amine-Rich Carbon Dots Enables Covalent Catalysis in Aqueous Media

Effect of hybridization on the value-added activated carbon materials

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