A Zn based metal organic framework as a heterogeneous catalyst for C–C bond formation reactions

Madasamy, Kanagaraj; Kumaraguru, S.; Sankar, V. Kasi; Mannathan, Subramaniyan; Kathiresan, Murugavel

doi:10.1039/c8nj05953e

Cited by 62 publications

(26 citation statements)

References 42 publications

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“…Symmetric and asymmetric vibrations of C-O groups appear in the range of 1360-1570 cm −1 , exhibiting reasonable red shifts toward the free carbonyl groups (1420-1670 cm −1 ), owing to the coordination of BDC-OH to cadmium centers via carbonyl moieties. [40,41] The observed weak peak at 1635 cm −1 can be attributed to the DMF molecules in the as-synthesized structure. [42]…”

Section: Fourier Transform-infrared Spectroscopymentioning

confidence: 95%

A new 2D cadmium coordination polymer based on hydroxyl‐substituted benzenedicarboxylic acid as an effective heterogeneous catalyst for Knoevenagel condensation

Sefidabi

Abbasi

Mortazavi

et al. 2020

Applied Organom Chemis

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A self‐assembled new 2D cadmium network, [Cd (BDC‐OH)(DMF)2·DMF]n (Cd‐BDC‐OH), was synthesized based on 2‐hydroxyterephthalic acid (BDC‐OH) ligand and utilized as a heterogeneous catalyst for Knoevenagel condensation. The structure was fully elucidated by single‐crystal X‐ray diffraction, Hirshfeld surface analysis, powder X‐ray diffraction, field emission‐scanning electron microscopy, Fourier transform‐infrared spectroscopy and thermogravimetric analysis. The fabricated coordination polymer exhibited high catalytic activity under ambient conditions, and was used without significant drop in product yield in further cycles.

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Section: Fourier Transform-infrared Spectroscopymentioning

confidence: 95%

A new 2D cadmium coordination polymer based on hydroxyl‐substituted benzenedicarboxylic acid as an effective heterogeneous catalyst for Knoevenagel condensation

Sefidabi

Abbasi

Mortazavi

et al. 2020

Applied Organom Chemis

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“…From the above discussion, it can be elucidated that the configuration of acid-base sites by ion exchange in zeolite-based catalysts can effectively optimize the aldol condensation of alcohols, and their shape-selective feature could be promising for improving selectivity of target products likewise. Similar to zeolites, as another porous material with uniform channel structure, metal organic frameworks have also been exploited as catalysts of C-C bond formation in recent years [81][82][83][84][85]. However, the thermostability is still an inevitable issue and needs to be further addressed.…”

Section: M-zeolitementioning

confidence: 99%

Recent advances in selective C-C bond coupling for ethanol upgrading over balanced Lewis acid-base catalysts

Dai

2019

Sci. China Mater.

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Ethanol is a considerable platform molecule in biomass conversion, which could be acquired in quantity through acetone-butanol-ethanol (ABE) fermentation. People have been working on the upgrading of ethanol to value added chemicals for decades. In the meantime, 1-butanol and a series of value added products have been selectively generated through CC bond coupling. In this mini-review, we focus on the recent advances in selective CC bond formation over balanced Lewis acid-base catalysts such as modified metal oxide, mixed metal oxide, hydroxyapatite and zeolite confined transition metal oxide catalysts. Among them, Pd-MgAlO x and Sr-based hydroxyapatite exhibit >70% 1-butanol selectivity, while Zn x Zr y O z and Ta-SiBEA zeolite achieve >80% of isobutene and butadiene selectivity respectively. The mechanism and reaction pathway of CC bond formation in each reaction system are described in detail. The correlation between CC bond coupling and the acidity/basicity of the Lewis acid-base pairs from the surface of the catalysts are also discussed.

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“…Recently, we reported a Zn based MOF [17] as a heterogeneous catalyst for CÀ C bond formation reactions. Inspired by these reports and our interest in search of a less expensive catalytic system for coupling reactions [18] prompted us to explore the possibility of using less expensive zinc salts in the N-alkylation reaction.…”

Section: Introductionmentioning

confidence: 99%

Zinc‐Catalyzed N‐Alkylation of Aromatic Amines with Alcohols: A Ligand‐Free Approach

et al. 2020

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An efficient zinc-catalyzed N-alkylation reaction of aromatic amines was achieved using aliphatic, aromatic, and heteroaromatic alcohols as the alkylating reagent. A variety of aniline derivatives, including heteroaromatic amines, underwent the N-alkylation reaction and furnished the corresponding monoalkylated products in good to excellent yields. The application of the reaction is also further demonstrated by the synthesis of a 2-phenylquinoline derivative from acetophenone and 2-aminobenzyl alcohol. Deuterium labeling experiments show that the reaction proceeds via a borrowing hydrogen process.

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A Zn based metal organic framework as a heterogeneous catalyst for C–C bond formation reactions

Abstract: A Zn-Bp-BTC MOF was synthesized and characterized. The Zn-Bp-BTC MOF was successfully employed as a catalyst for Knoevenagel condensation, a multicomponent reaction and in benzimidazole synthesis.

Cited by 62 publications

References 42 publications

A new 2D cadmium coordination polymer based on hydroxyl‐substituted benzenedicarboxylic acid as an effective heterogeneous catalyst for Knoevenagel condensation

A new 2D cadmium coordination polymer based on hydroxyl‐substituted benzenedicarboxylic acid as an effective heterogeneous catalyst for Knoevenagel condensation

Recent advances in selective C-C bond coupling for ethanol upgrading over balanced Lewis acid-base catalysts

Zinc‐Catalyzed N‐Alkylation of Aromatic Amines with Alcohols: A Ligand‐Free Approach

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