Towards applications of metal–organic frameworks in catalysis: C–H direct activation of benzoxazole with aryl boronic acids using Ni<sub>2</sub>(BDC)<sub>2</sub>(DABCO) as an efficient heterogeneous catalyst

Phan, Nam T. S.; Nguyen, Chung Kim; Nguyen, Tung T.; Truong, Thanh

doi:10.1039/c3cy00503h

Cited by 57 publications

(22 citation statements)

References 49 publications

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“…Phana nd co-workers [177] used Ni 2 (BDC) 2 (DABCO) for coupling benzoxazolesw ith aryl boronic acids (Scheme 55). Phana nd co-workers [177] used Ni 2 (BDC) 2 (DABCO) for coupling benzoxazolesw ith aryl boronic acids (Scheme 55).…”

Section: Nickelmentioning

confidence: 99%

“…The SBU contained four carboxylate groups bridged by axial DABCO units to form a3 Dp illar-like structure possessing the P4/mmm space group. [177] Figure 50. A maximum conversion of 75 %w as reportedf or the control reaction (solvent:d imethylacetamide, base:K 3 PO 4 ,a ncillary ligand:2 ,2'-bipyridine, temperature:1 00 8C, time:3h, catalyst load:1 0mol %).…”

Section: Nickelmentioning

confidence: 99%

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Engineering Metal–Organic Framework Catalysts for C−C and C−X Coupling Reactions: Advances in Reticular Approaches from 2014–2018

Kousik

Velmathi

2019

Chemistry A European J

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Metal-organic frameworks (MOFs) are ac lass of crystalline porousm aterials that have been activelyu sed for several industrial and synthetica pplications.M OFs are spatially and geometrically extrapolatedc oordination polymers with intriguing properties such as tunable porosity and dimensionality.Int erms of their catalytic efficiency,MOFs combine the easy recoverability of heterogeneous catalysts with the increased selectivity of biological catalysts. It is therefore not surprising that alot of work on optimizing MOF catalysts for organic transformationsh as been carriedo ut over the past decade. In this review,recent developments in MOF catalysis are summarized, with special attention being paid to CÀC, CÀN, and CÀOc oupling reactions. The influence of pore size, pore environment, and load on catalytic activity is described. Post-synthetics tabilization techniques and hostguest interactions in caged MOF scaffolds are detailed. Mechanistic aspects pertaining to the use of MOFs in asymmetric heterogeneousc atalysis are highlighted and categorized.

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Section: Nickelmentioning

confidence: 99%

Section: Nickelmentioning

confidence: 99%

Engineering Metal–Organic Framework Catalysts for C−C and C−X Coupling Reactions: Advances in Reticular Approaches from 2014–2018

Kousik

Velmathi

2019

Chemistry A European J

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“…[22,23] Combining some special physical properties of both organic and inorganic porous materials, MOF-based structures exhibit several advantages as compared to conventional materials. [27][28][29] A variety of MOFs have been employed as catalysts or catalyst supports for many organic reactions, ranging from carbon-carbon [30][31][32][33] to carbon-heteroatom forming transformations. [27][28][29] A variety of MOFs have been employed as catalysts or catalyst supports for many organic reactions, ranging from carbon-carbon [30][31][32][33] to carbon-heteroatom forming transformations.…”

Section: Introductionmentioning

confidence: 99%

Direct Oxidative Amidation between N,N‐dimethylanilines and Anhydrides Using Metal‐Organic Framework [Cu₂(EDB)₂(BPY)] as an Efficient Heterogeneous Catalyst

Dang

Nguyen

et al. 2014

ChemPlusChem

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A crystalline porous metal‐organic framework [Cu2(EDB)2(BPY)] was synthesized and used as a heterogeneous catalyst for the direct oxidative amidation between N,N‐dimethylanilines and anhydrides to form tertiary amides as the principal products. The [Cu2(EDB)2(BPY)] exhibited similar activity as compared to that of [Cu2(BDC)2(BPY)], [Cu2(BDC)2(DABCO)], MOF‐143, and other common homogeneous salt catalysts. The optimal reaction conditions employed were [Cu2(EDB)2(BPY)] (10 % mol), TBHP (2 equiv), pyridine (1 equiv) in CH3CN at 80 °C over 2 h. The Cu2(EDB)2(BPY) could be separated from the reaction mixture by filtration, and could be recovered and reused several times without a significant degradation in catalytic activity and selectivity. Furthermore, generality of the optimal conditions was confirmed by employing various N,N‐dimethylaniline and anhydride derivatives.

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“…Similarly, a direct C-H functionalization of azole with aryl boronic acids using a crystalline porous metal-organic framework, Ni2(BDC)2(DABCO), as an efficient heterogeneous catalyst has been reported (Scheme 16) [37]. The catalytic system, which is first of its kind, was found to show better activity than other Ni, Cu and Co-based catalysts and salts.…”

Section: C(sp 2 )-H Activation and Functionalizationmentioning

confidence: 96%

Recent advances in the application of group-10 transition metal based catalysts in C–H activation and functionalization

Khan

Haque

Al‐Suti

et al. 2015

Journal of Organometallic Chemistry

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2015) Recent advances in the application of group-10 transition metal based catalysts in C-H activation and functionalization. Journal of Organometallic Chemistry. ISSN 0022-328X (In Press) Link to official URL (if available): http://dx. AbstractThe importance of C-H bond activation in a simple molecule to form a molecule with enhanced functionality can be easily understood from a study of biological processes at a molecular level where, for example, a specific enzyme selectively activates a chemically inert C-H bond and functionalises it to a useful product. This strategy is now being used for large scale industrial processes and has both social and environmental benefits. C-H bond functionalization is also of major importance in catalysis because of the possibility of constructing complex structural motifs from relatively simple precursors. However, functionalization of a chemically inert C-H bond needs specific catalysts or reaction conditions that can selectively activate a particular C-H bond, leaving others intact. To achieve this target, various metal catalyzed or mediated reactions have been employed.Keeping the growing importance of this emerging field in mind, we now present recent advances in the field of C-H activation and functionalization using group 10 transition metal catalysts. Attempts have also been made to discuss the future of group 10 transition metals in catalysis.

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Towards applications of metal–organic frameworks in catalysis: C–H direct activation of benzoxazole with aryl boronic acids using Ni₂(BDC)₂(DABCO) as an efficient heterogeneous catalyst

Cited by 57 publications

References 49 publications

Engineering Metal–Organic Framework Catalysts for C−C and C−X Coupling Reactions: Advances in Reticular Approaches from 2014–2018

Engineering Metal–Organic Framework Catalysts for C−C and C−X Coupling Reactions: Advances in Reticular Approaches from 2014–2018

Direct Oxidative Amidation between N,N‐dimethylanilines and Anhydrides Using Metal‐Organic Framework [Cu₂(EDB)₂(BPY)] as an Efficient Heterogeneous Catalyst

Recent advances in the application of group-10 transition metal based catalysts in C–H activation and functionalization

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Towards applications of metal–organic frameworks in catalysis: C–H direct activation of benzoxazole with aryl boronic acids using Ni2(BDC)2(DABCO) as an efficient heterogeneous catalyst

Cited by 57 publications

References 49 publications

Engineering Metal–Organic Framework Catalysts for C−C and C−X Coupling Reactions: Advances in Reticular Approaches from 2014–2018

Engineering Metal–Organic Framework Catalysts for C−C and C−X Coupling Reactions: Advances in Reticular Approaches from 2014–2018

Direct Oxidative Amidation between N,N‐dimethylanilines and Anhydrides Using Metal‐Organic Framework [Cu2(EDB)2(BPY)] as an Efficient Heterogeneous Catalyst

Recent advances in the application of group-10 transition metal based catalysts in C–H activation and functionalization

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Towards applications of metal–organic frameworks in catalysis: C–H direct activation of benzoxazole with aryl boronic acids using Ni₂(BDC)₂(DABCO) as an efficient heterogeneous catalyst

Direct Oxidative Amidation between N,N‐dimethylanilines and Anhydrides Using Metal‐Organic Framework [Cu₂(EDB)₂(BPY)] as an Efficient Heterogeneous Catalyst