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Grant support

The Spanish MICINN Project (CTQ-2015-67592-P), Generalitat Valenciana (Prometeo Program), the Severo Ochoa Program and the EU-Japan Project NOVACAM are gratefully acknowledged.

Analysis of institutional authors

Rapeyko, AAuthorArias, KsAuthorCliment, MjAuthorCorma, ACorresponding AuthorIborra, SCorresponding Author

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Polymers from biomass: one pot two-step synthesis of furilydenepropanenitrile derivatives with MIL-100(Fe) catalyst

Publicated to:Catalysis Science & Technology. 7 (14): 3008-3016 - 2017-07-21 7(14), DOI: 10.1039/c7cy00463j

Authors: Rapeyko, Anastasia; Arias, Karen S; Climent, Maria J; Corma, Avelino; Iborra, Sara

Affiliations

Univ Politecn Valencia, Consejo Super Invest Cient, Inst Tecnol Quim, Ave Naranjos S-N - Author

Abstract

Furilydenepropanenitrile derivatives, which are useful as monomers, have been obtained in high yields by coupling the oxidation of 5-hydroxymethylfurfural (HMF) to 2,5-diformylfuran (DFF) and the Knoevenagel condensation of DFF with methylene active compounds in a one pot process. The oxidation step was studied using an Fe containing metal-organic framework (MIL-100(Fe), and Fe(BTC)), a Cu containing MOF (Cu3(BTC)(2)), an Fe exchanged HY zeolite and homogeneous Fe salts in the presence of 2,2,6,6-tetramethylpiperidine- 1-oxide (TEMPO) as a cocatalyst, NaNO2 as an additive and oxygen as the terminal oxidant. The results showed that the synthesized MIL-100(Fe) post treated with NH4F was the most active catalyst achieving 100% HMF conversion with 100% selectivity to DFF and can be reused with good success. Additionally, the catalytic system has been applied to the oxidation of different primary and secondary alcohols to aldehydes and ketones under mild reaction conditions with good success. The second step, the Knoevenagel condensation of the obtained DFF with malononitrile or ethyl cyanoacetate, was performed taking advantage of the basicity of the reaction medium.

Keywords

2,5-diformylfuran5 hydroxymethyl furfuralsAcidAldehydesCatalyst selectivityCatalystsCatalytic oxidationChemical reactionsCondensationCrystalline materialsEthyl cyanoacetateHeterogeneous catalysisIron compoundsKetonesKnoevenagel condensationLiquidMetal organic frameworkMetal-organic frameworksMild reaction conditionsOrganometallicsOxidationPrimary alcoholsSecondary alcoholsSelective aerobic oxidationSolidsTempoTerminal oxidantsTwo-step synthesis

Quality index

Bibliometric impact. Analysis of the contribution and dissemination channel

The work has been published in the journal Catalysis Science & Technology due to its progression and the good impact it has achieved in recent years, according to the agency WoS (JCR), it has become a reference in its field. In the year of publication of the work, 2017, it was in position 32/147, thus managing to position itself as a Q1 (Primer Cuartil), in the category Chemistry, Physical.

From a relative perspective, and based on the normalized impact indicator calculated from the Field Citation Ratio (FCR) of the Dimensions source, it yields a value of: 3.97, which indicates that, compared to works in the same discipline and in the same year of publication, it ranks as a work cited above average. (source consulted: Dimensions Jun 2025)

Specifically, and according to different indexing agencies, this work has accumulated citations as of 2025-06-15, the following number of citations:

  • WoS: 38
  • Scopus: 40
  • OpenCitations: 37

Impact and social visibility

From the perspective of influence or social adoption, and based on metrics associated with mentions and interactions provided by agencies specializing in calculating the so-called "Alternative or Social Metrics," we can highlight as of 2025-06-15:

  • The use, from an academic perspective evidenced by the Altmetric agency indicator referring to aggregations made by the personal bibliographic manager Mendeley, gives us a total of: 52.
  • The use of this contribution in bookmarks, code forks, additions to favorite lists for recurrent reading, as well as general views, indicates that someone is using the publication as a basis for their current work. This may be a notable indicator of future more formal and academic citations. This claim is supported by the result of the "Capture" indicator, which yields a total of: 51 (PlumX).

With a more dissemination-oriented intent and targeting more general audiences, we can observe other more global scores such as:

  • The Total Score from Altmetric: 3.5.
  • The number of mentions on the social network X (formerly Twitter): 1 (Altmetric).

It is essential to present evidence supporting full alignment with institutional principles and guidelines on Open Science and the Conservation and Dissemination of Intellectual Heritage. A clear example of this is:

Leadership analysis of institutional authors

There is a significant leadership presence as some of the institution’s authors appear as the first or last signer, detailed as follows: First Author (Rapeyko, Anastasia) and Last Author (Iborra Chornet, Sara).

the authors responsible for correspondence tasks have been Corma Canós, Avelino and Iborra Chornet, Sara.