Superior Storage Performance for NO in Modified Natural Mordenite

Wang, Hui; Yu, Qinqin; Xiao, Liping; Liu, Tong; Yu, Wanjin; Jiang, Xiaoyuan; Zhang, Xuming; Zheng, Xiaoming

doi:10.1002/cjoc.201200102

Cited by 7 publications

(4 citation statements)

References 33 publications

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“…Most recently, Ding [11] and Liu [12] reported the palladium-catalyzed N-allylic alkylation of MBH adducts with simple aromatic amines through a p-allylpalladium complex. Considering the strong electron-withdrawing effect of the tosyl group, we wondered whether tosylhydrazone could be utilized as a suitable nucleophile to react with MBH carbonates for the construction of optically active N-alkylated tosylhydrazones.…”

Section: Introductionmentioning

confidence: 99%

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Asymmetric N‐Allylic Alkylation of Hydrazones with Morita–Baylis–Hillman Carbonates

Yao

Wang

2014

Adv Synth Catal

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Abstract:The first asymmetric N-allylic alkylation of hydrazones with Morita-Baylis-Hillman (MBH) carbonates catalyzed by modified Cinchona alkaloids has been developed, affording N-substituted hydrazones in good yields with exclusive regioselectivities and excellent enantioselectivities. Subsequent transformations of the allylic alkylation products led to synthetically useful pyrazolidinones.Keywords: N-allylic alkylation; asymmetric catalysis; hydrazones; Morita-Baylis-Hillman (MBH) carbonates; pyrazolidinones Hydrazones have gained in popularity over the last decades due to their significant applications in various aspects of chemistry. Investigations indicate that hydrazones possess antimicrobial, analgesic, anti-inflammatory, antiplatelet, and antitumoral activities.[1] NAlkylated tosylhydrazones represent one type of important building block in the synthesis of heterocyclic compounds [2] which have outstanding applications in chemistry and biology. Although tosylhydrazones are can be suitable nucleophiles in the synthesis of N-alkylated tosylhydrazones, research in this field mainly focused on employing tosylhydrazones as the source of diazo compounds under basic conditions.[3] As a result, the synthesis of N-alkylated tosylhydrazones remains underdeveloped.[4] To the best of our knowledge, there is no synthetic method for preparing enantioenriched N-alkylated tosylhydrazones so far.The asymmetric N-allylic alkylation of MoritaBaylis-Hillman (MBH) adducts represents a powerful C À N bond forming reaction.[5] Much remarkable work has been focused on this aspect since the first example of an asymmetric reaction of various nucleophiles with MBH carbonates was reported by Lu in 2004.[6] Due to the vigorous development of organocatalysis in the last decade, organocatalyzed asymmetric N-allylic alkylations of MBH adducts with different nucleophiles such as imines, [7] amides, [8] aliphatic amines [9] and nitrogen-containing aromatic rings [10] have also been reported. Most recently, Ding [11] and Liu [12] reported the palladium-catalyzed N-allylic alkylation of MBH adducts with simple aromatic amines through a p-allylpalladium complex. Considering the strong electron-withdrawing effect of the tosyl group, we wondered whether tosylhydrazone could be utilized as a suitable nucleophile to react with MBH carbonates for the construction of optically active N-alkylated tosylhydrazones. According to literature reports, this reaction may proceed by two different pathways as shown in Scheme 1. Herein, we communicate the first organocatalyzed regio-and enantioselective N-allylic alkylation of MBH carbonates with tosylhydrazones.Initially, tosylhydrazone 1a and MBH carbonate 2a were selected as the model substrates to investigate the regioselectivity of this reaction. The two adducts 3aa/4aa were obtained in 1:1 ratio when DABCO was employed as the catalyst in dichloromethane at room temperature. Encouraged by this preliminary result, we replaced DABCO by a series of chiral tertiary amine catalysts in the hope of developin...

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Section: Introductionmentioning

confidence: 99%

“…Having identified the best catalyst, the effect of the solvents was also tested. Among the various solvents screened, to our surprise, we found that almost all of them had a negligible effect on the enantioselectivity except for toluene (entries [11][12][13][14][15][16]. However, the regioselectivity showed a strong solvent dependence.…”

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confidence: 98%

Asymmetric N‐Allylic Alkylation of Hydrazones with Morita–Baylis–Hillman Carbonates

Yao

Wang

2014

Adv Synth Catal

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“…Recently, studies on NO x adsorption over zeolites have been reported under dry conditions. The order of NO adsorption capacity modified by acid treatment and ion-exchanged MOR zeolites is Ni-MOR > Cu-MOR > Mn-MOR > Na-MOR [ 19 ]. Ca-beta zeolite exhibits a multifold increase in NO x adsorption capacity from 0.1 to 221 μmol/g, and O 2 plays a dominant role in the conversion of NO and physisorption of NO 2 [ 20 ].…”

Section: Introductionmentioning

confidence: 99%

Dynamic Adsorption/Desorption of NOx on MFI Zeolites: Effects of Relative Humidity and Si/Al Ratio

Tao

Liu

2022

Nanomaterials

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Adsorption is a potential technology that is expected to meet NOx ultra-low emission standards and achieve the recovery of NO2. In this study, the adsorption/desorption behavior of NOx with competitive gases (e.g., H2O(g) and CO2) was studied on MFI zeolites with different Si/Al ratios and under different relative humidity (0~90% RH). Sample characterization of self-synthesizing zeolites was conducted by means of X-ray diffraction, Ar adsorption-desorption, and field emission scanning electron microscopy. The results showed that low-silica HZSM-5(35) showed the highest NOx adsorption capacity of 297.8 μmol/g (RH = 0) and 35.4 μmol/g (RH = 90%) compared to that of other adsorbents, and the efficiency loss factor of NOx adsorption capacity at 90%RH ranged from 85.3% to 88.1%. A water-resistance strategy was proposed for NOx multicomponent competitive adsorption combined with dynamic breakthrough tests and static water vapor adsorption. The presence of 14% O2 and lower adsorption temperature (25 °C) favored NOx adsorption, while higher CO2 concentrations (~10.5%) had less effect. The roll-up factor (η) was positively correlated with lower Si/Al ratios and higher H2O(g) concentrations. Unlike Silicalite-1, HZSM-5(35) exhibited an acceptable industrial desorption temperature window of NO2 (255~265 °C). This paper aims to provide a theoretical guideline for the rational selection of NOx adsorbents for practical applications.

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“…In recent years, planar chirality has been increasingly used in the preparation of catalysts. [27][28][29][30][31][32][33][34][35] Some research groups, such as Pye and Rossen, Knoll and Zippel, Falk and Fröhlich, Schwartz and Holmes, Nguyen and Herkommer, Grasa and Zanotti-Gerosa, have successfully used planar chiral catalysts in a variety of organometallic enantioselective reactions, including hydrosilylation, [36] hydrogenations, [37][38][39] hydroxymethylations, [40,41] hydroaminations, [42] and coupling [43] reactions. These new chiral catalysts, derived from [2.2]paracyclophane, exhibit special properties.…”

Section: Introductionmentioning

confidence: 99%

Design and Synthesis of Planar Chiral Bisphosphine Ligands Based on Diphenyl [2.2]-Paracyclophane

Huang¹,

Jin²,

Lin³

2021

Preprint

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Planar chiral bisphosphine ligands based on diphenyl [2.2]paracyclophane (PhPhanePHOS) were successfully synthesized in a practical manner in four steps from commercially available 4,12-bisbromo-[2.2]paracyclophane as a new family of bisphosphine ligands. The novel PhPhanePHOS ligands provide high catalytic activity in Pd-catalyzed asymmetric allylalkylation reactions in preliminary experiments.

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Superior Storage Performance for NO in Modified Natural Mordenite

Cited by 7 publications

References 33 publications

Asymmetric N‐Allylic Alkylation of Hydrazones with Morita–Baylis–Hillman Carbonates

Asymmetric N‐Allylic Alkylation of Hydrazones with Morita–Baylis–Hillman Carbonates

Dynamic Adsorption/Desorption of NOx on MFI Zeolites: Effects of Relative Humidity and Si/Al Ratio

Design and Synthesis of Planar Chiral Bisphosphine Ligands Based on Diphenyl [2.2]-Paracyclophane

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