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Authors acknowledge UNAM for PAPIIT IN216123 and CONAHCYT for the Master. Sc. grant extended to D. G.-R. (887548). The authors are thankful to DGTIC-UNAM for computer time (project LANCAD-DGTIC-UNAM-250). We thank the technical assistance provided by Cesar I. Sandoval Chavez, Martin Cruz Villafane and M. C. Garcia-Gonzalez.

Analysis of institutional authors

Guevara-Vela, J MAuthor

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Article

Structure and isomerization behavior relationships of new push-pull azo-pyrrole photoswitches

Publicated to:Organic & Biomolecular Chemistry. 22 (20): 4123-4134 - 2024-04-30 22(20), DOI: 10.1039/d4ob00417e

Authors: Gallardo-Rosas, D; Guevara-Vela, J M; Rocha-Rinza, T; Toscano, R A; Lopez-Cortes, J G; Ortega-Alfaro, M C

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Abstract

A family of stilbenyl-azopyrroles compounds 2a-d and 3a-d was efficiently obtained via a Mizoroki-Heck C-C-type coupling reaction between 2-(4 '-iodophenyl-azo)-N-methyl pyrrole (1a) and different vinyl precursors. The influence of the pi-conjugated backbone and the effect of the pyrrole moiety were correlated with their optical properties. Studies via UV-Visible spectrophotometry revealed that the inclusion of EWG or EDG favors a red-shift of the main absorption band in these azo compounds compared with their non-substituted analogues. Furthermore, there is a clear influence between the half-life of the Z isomer formed by irradiation with white light and the push-pull behavior of the molecules. In several cases, the stilbenyl-azopyrroles led to the formation of J-type aggregates in binary MeOH : H2O solvents, which are of interest for water compatible applications. Push-pull stilbenyl-azopyrrole dyes are efficiently obtained via a Heck cross-coupling reaction. Modifications of the acceptor character of the EWG might accelerate the cis-trans photo-isomerization.

Keywords

CatalystChromophoresDesignDyesMoietiesPerformancePhotoisomerizationSystemThermal-isomerizationThiazole

Quality index

Bibliometric impact. Analysis of the contribution and dissemination channel

The work has been published in the journal Organic & Biomolecular Chemistry 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, 2024 there are still no calculated indicators, but in 2023, it was in position 13/58, thus managing to position itself as a Q1 (Primer Cuartil), in the category Chemistry, Organic.

Independientemente del impacto esperado determinado por el canal de difusión, es importante destacar el impacto real observado de la propia aportación.

Según las diferentes agencias de indexación, el número de citas acumuladas por esta publicación hasta la fecha 2025-06-01:

  • WoS: 2
  • Scopus: 4

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 2025-06-01:

  • 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: 9.
  • 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: 9 (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: 2.5.
  • The number of mentions on the social network X (formerly Twitter): 3 (Altmetric).

Leadership analysis of institutional authors

This work has been carried out with international collaboration, specifically with researchers from: Mexico.