Annulation of phenols with methylbutenol over MOFs: The role of catalyst structure and acid strength in producing 2,2-dimethylbenzopyran derivatives

Shamzhy, Mariya; Opanasenko, Maksym; Garcı́a, Hermenegildo; Čejka, Jiřı́

doi:10.1016/j.micromeso.2014.10.003

Cited by 12 publications

(7 citation statements)

References 64 publications

(59 reference statements)

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“…Maybe this fact has significantly contributed to make it one of the most widely studied MOFs as catalysts [50,[51][52][53][54][55][56][57], despite its structure is still unknown and its direct preparation has been described only two years ago [51]. Finally, Fe-BTC offers two key advantages when used as potential support for enzymes: (i) Fe is a biocompatible and safe metal ion for human beings, so the resultant biocatalysts can be used in any application including food industry, biomedicine, etc.…”

Section: Introductionmentioning

confidence: 99%

Semi-crystalline Fe-BTC MOF material as an efficient support for enzyme immobilization

et al. 2018

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Graphical abstractResearch Highlights: Semi-crystalline Fe-BTC MOF material is an efficient support for enzymes  It can be used by either in-situ or post-synthesis approaches  The in-situ (one-step) biocatalysts are more active and have lower enzyme leaching  This enzyme support improves the benefits given by some other MOF-based supports ABSTRACT. Metal-organic frameworks (MOFs) have revolutionized the potential applications of nanoporous materials. One of the most recent and promising applications of these materials is their use as supports for enzyme immobilization. In this context, the in-situ (one-step) methodologies, which do not require the use of MOFs with pores larger than the enzyme to be immobilized, seem to be particularly encouraging. This work presents a systematic study of the semi-crystalline Fe-BTC MOF material (commercialized as Basolite F300) employed as support of the enzymes laccase and lipase through either in-situ or postsynthesis methodology. The presence of the enzyme in the resultant solid biocatalysts was proved by CHNS chemical analysis, thermogravimetric analysis, Bradford assays and by SDS-PAGE electrophoresis. The enzymatic activity of the resultant Fe-BTC-based biocatalysts was also tested. The in-situ approach is particularly relevant due to various reasons: (i) the enzyme immobilization is given in one step; (ii) it is rapid (10 minutes); (iii) it is very efficient in terms of encapsulation capacity (≥ 98 % for laccase and ≥ 87 % for lipase); (iv) the enzymes are fully retained and no leaching is observed after an initial release of only around 10% of the enzyme molecules weakly immobilized; and (v) the activity of the retained enzyme can be substantially maintained (97 % with respect to the free enzyme in the case of lipase). Any of these parameters systematically improves these given by the post-synthesis (two-step) approach. Moreover, Fe-BTC widely surpasses the benefits given by other MOF-based supports either by in-situ or postsynthesis approaches.

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Section: Introductionmentioning

confidence: 99%

Semi-crystalline Fe-BTC MOF material as an efficient support for enzyme immobilization

et al. 2018

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“…Moreover, this material has been used as a raw material to generate highly active and stable Fischer–Tropsch catalysts . It is particularly noteworthy that its catalytic behavior has been systematically compared with that of the well-known MIL-100(Fe) in a large number of reactions. ,,,,, MIL-100(Fe) material is also formed by iron and trimesic acid; that is, it is also a Fe-BTC material, having two types of cages in the range of mesopores . Wide and detailed comparison between both materials concluded that they are similar but essentially different from a physicochemical point of view .…”

Section: Introductionmentioning

confidence: 99%

Direct Synthesis, Structural Features, and Enhanced Catalytic Activity of the Basolite F300-like Semiamorphous Fe-BTC Framework

Sánchez‐Sánchez

Asúa

Ruano

et al. 2015

Crystal Growth & Design

103

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Paradoxically, one of the most widely and successfully tested metal−organic framework (MOF)-based catalysts, i.e., the Fe-BTC material commercialized as Basolite F300, entails a certain "mystery": Its structure is unknown and only an indirect and complex preparation method has been reported. This work describes an easy preparation method of a Basolite F300-like material. Furthermore, this synthesis procedure is carried out under environmentally and economically sustainable conditions: at room temperature, in a few minutes and using water as the unique solvent. Several characterization techniques indicate that both commercial and lab-made Fe-BTC materials are very much similar in so many physicochemical properties. However, the herein reported Fe-BTC possesses better textural properties, especially regarding the external surface area. Both Fe-BTC materials catalyze the oxidation of cyclohexene with very similar selectivity. However, the sample prepared in the laboratory gives a notably higher conversion, which was attributed to its external surface area. Iron leaching, if any, was negligible, and no significant structural transformation was detected. Finally, this paper also gives valuable structural information about the semiamorphous Fe-BTC: it exclusively contains the smallest mesocages of MIL-100(Fe), which provides an important input for interpreting the role of these Fe-BTC materials in any application demanding high porosity.

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“…This solvent molecule can be easily removed 2 of 11 by thermal treatment under vacuum without damaging the crystal structure, generating coordinatively unsaturated positions around Cu 2+ that are able to activate substrates and reagents [24]. The structure of Cu 3 (BTC) 2 is shown in Scheme 1 [25]. These metal nodes and linkers define large cavities in a highly open structure with a high surface area (~1300 m 2 /g) and porosity (1.6 nm).…”

Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 99%

α,β-Enone Borylation by Bis(Pinacolato)Diboron Catalyzed by Cu3(BTC)2 Using Cesium Carbonate as a Base

et al. 2021

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Cu3(BTC)2 (BTC: 1,3,5-benzenetricarboxylate) as a heterogeneous catalyst in the presence of cesium carbonate as a base is reported for the borylation of α,β-conjugated enones by bis(pinacolato)diboron (B2pin2). According to the hot-filtration test, Cu3(BTC)2 is acting as a heterogeneous catalyst. Further, Cu3(BTC)2 exhibits a wide substrate scope and can be reused in consecutive runs, maintaining a crystal structure as evidenced by powder X-ray diffraction (XRD). A suitable mechanism is also proposed for this transformation using Cu3(BTC)2 as catalyst.

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Annulation of phenols with methylbutenol over MOFs: The role of catalyst structure and acid strength in producing 2,2-dimethylbenzopyran derivatives

Cited by 12 publications

References 64 publications

Semi-crystalline Fe-BTC MOF material as an efficient support for enzyme immobilization

Semi-crystalline Fe-BTC MOF material as an efficient support for enzyme immobilization

Direct Synthesis, Structural Features, and Enhanced Catalytic Activity of the Basolite F300-like Semiamorphous Fe-BTC Framework

α,β-Enone Borylation by Bis(Pinacolato)Diboron Catalyzed by Cu3(BTC)2 Using Cesium Carbonate as a Base

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