Friedel-Crafts Acylation of Aromatic Compounds in Ionic Liquids

Liu, Z. A.; Meng, X. T.; Zhang, Rui; Xu, Chong-Yu

doi:10.1080/10916460701700898

Cited by 13 publications

(12 citation statements)

References 20 publications

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“…Among the key applications of liquid-ionic liquid biphasic catalysis with acidic chloroaluminate ILs are Friedel-Crafts alkylation [26][27][28][29], Friedel-Crafts acylation [30][31][32] and carbonylation reactions [33][34][35]. Other important acid catalyzed reactions that have been successfully carried out in form of liquid-ionic liquid biphasic catalysis include oligomerization [36], cracking [37,38] and refinery alkylation reactions [39][40][41].…”

Section: Liquid-ionic Liquid Biphasic Catalysis Usingmentioning

confidence: 99%

Ionic Liquids in Catalysis

2014

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Ionic liquids (ILs), salts with melting points below 100°C, represent a fascinating class of liquid materials typically characterized by an extremely low vapor pressure. Besides their application as new solvents or as electrolytes for electrochemical purposes, there are two important concepts of using ILs in catalysis: Liquid-liquid biphasic catalysis and IL thin film catalysis. Liquid-liquid biphasic catalysis enables either a very efficient manner to apply catalytic ILs, e.g. in Friedel-Crafts reactions, or to apply ionic transition metal catalyst solutions. In both cases, phase separation after reaction allows an easy separation of reaction products and catalyst re-use. One problem of liquidliquid biphasic catalysis is mass transfer limitation. If the chemical reaction is much faster than the liquid-liquid mass transfer the latter limits the overall reaction rate. This problem is overcome in IL thin film catalysis where diffusion pathways and thus the characteristic time of diffusion are short. Here, Supported Ionic Liquid Phase (SILP) and Solid Catalyst with Ionic Liquid Layer (SCILL) are the two most important concepts. In both, a high surface area solid substrate is covered with a thin IL film, which contains either a homogeneously dissolved transition metal complex for SILP, or which modifies catalytically active surface sites at the support for SCILL. In each concept, interface phenomena play a very important role: These may concern the interface of an IL phase with an organic phase in the case of liquidliquid biphasic catalysis. For IL thin film catalysis, the interfaces of the IL with the gas phase and with catalytic nanoparticles and/or support materials are of critical importance. It has recently been demonstrated that these interfaces and also the bulk of ILs can be investigated in great detail using surface science studies, which greatly contributed to the fundamental understanding of the catalytic properties of ILs and supported IL materials. Exemplary results concerning the IL/vacuum or IL/gas interface, the solubility and surface enrichment of dissolved metal complexes, the IL/support interface and the in situ monitoring of chemical reactions in ILs are presented.

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Section: Liquid-ionic Liquid Biphasic Catalysis Usingmentioning

confidence: 99%

Ionic Liquids in Catalysis

2014

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“…Chất lỏng ion đặc nhiệm (chất lỏng ion mang nhóm định chức) được xem như một loại xúc tác hiệu quả cho nhiều phản ứng tổng hợp hữu cơ như phản ứng Friedel-Crafts [17], phản ứng Paal-Knorr [18], trong đó, phản ứng Biginelli nhằm tổng hợp dẫn xuất 3,4-dihydropyrimidin-2(1H)-one thông qua phản ứng đa thành giữa các aldehyde hương phương, ethyl acetoacetate và urea. Với vai trò là xúc tác cho phản ứng, chất lỏng ion có nhiều tính chất vật lý nổi bật đã được nghiên cứu như áp suất hơi bão hòa thấp, nhiệt độ nóng chảy thấp, quá trình điều chế đơn giản, độ nhớt cao, độ dẫn ion cao, độ phân cực thấp, dễ dàng thu hồi và tái sử dụng [18].…”

Section: Mở đầUunclassified

Multi-component reaction between aromatic aldehyde, ethyl acetoacetate and urea catalyzed by Brönsted ionic liquid under microwave irradiation

Nguyen¹,

Huynh²,

Tran³

2019

Sci. Tech. Dev. J. - Nat. Sci.

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[(SO3H)4C4C1Im]HSO4 is a Brönsted ionic liquid, which was found to be an effective catalyst for organic synthesis. Ionic liquid was prepared from 1-methylimidazole and 1,4- butanesultone (ratio = 1:1), structure of [(SO3H)4C4C1Im]HSO4 was characterized by using nuclear magnetic resonance NMR spectroscopy and high-resolution electrospray ionisation mass spectrometry (HR-ESI-MS). Ionic liquid was used as a catalyst for multi-component reaction, which afforded the desired products in high yields (over 80%) and short reaction time (5 min) under microwave irradiation. The catalyst could be recycled several times without loss of efficient catalytic activity.

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“…[127][128][129] The same can apply for ion-exchange resins. [127][128][129] The same can apply for ion-exchange resins.…”

Section: Glucose and Related Di/polysaccharidesmentioning

confidence: 99%

“…Ion-exchange reactions between acid-form zeolites and ILs can take place giving homogeneous (soluble) active acid species. [127][128][129] The same can apply for ion-exchange resins. [99,100,125,[130][131][132] Nevertheless, using Brçnsted solid acids (possessing an insoluble anionic polymeric framework) instead of homogeneous acids may be advantageous in that the formation of by-products in reactions involving the free anions is avoided (e.g.…”

Section: Glucose and Related Di/polysaccharidesmentioning

confidence: 99%

Ionic Liquids as Tools for the Acid-Catalyzed Hydrolysis/Dehydration of Saccharides to Furanic Aldehydes

et al. 2011

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One of the measures associated with the socio‐political and environmental protection policies towards sustainability is the use of biomass as a renewable source of energy, fuels, and chemical products. The chemical valorization of carbohydrate biomass, in particular, the acid‐catalyzed conversion of saccharides into the furanic aldehydes, furfural and 5‐hydroxymethyl‐2‐furfuraldehyde, has been a matter of intensive research. These products possess wide application profiles in different sectors of the chemical industry and are thus considered as important platform chemicals. High expectations have been put on the use of ionic liquids (ILs) as tools for these reaction systems, partly due to the singular solubilizing properties of ILs for polysaccharides (important for process intensification), leading to favorable effects when coupled with different types of acid catalysts or when the actual IL is functionalized with acid groups, allowing it to play a dual solvent‐acid role. An assessment of the present state‐of‐the art on this topic is made in this review, showing that promising results have been reported using mild reaction conditions.

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Friedel-Crafts Acylation of Aromatic Compounds in Ionic Liquids

Cited by 13 publications

References 20 publications

Ionic Liquids in Catalysis

Ionic Liquids in Catalysis

Multi-component reaction between aromatic aldehyde, ethyl acetoacetate and urea catalyzed by Brönsted ionic liquid under microwave irradiation

Ionic Liquids as Tools for the Acid-Catalyzed Hydrolysis/Dehydration of Saccharides to Furanic Aldehydes

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