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Analysis of institutional authors

Aragon, JAuthorPascual, DAuthor

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Article

Photoredox Activation of Inert Alkyl Chlorides for the Reductive Cross-Coupling with Aromatic Alkenes

Publicated to:Angewandte Chemie (International Ed. Print). 61 (21): e202114365- - 2022-05-16 61(21), DOI: 10.1002/anie.202114365

Authors: Aragón J; Sun S; Pascual D; Jaworski S; Lloret-Fillol J

Affiliations

Abstract

The inertness of chloroalkanes has precluded them as coupling partners for cross-coupling reactions. Herein we disclose a general strategy for the activation of inert alkyl chlorides through photoredox catalysis and their use as coupling partners with alkenes. The catalytic system is formed by [Ni(OTf)(Py2Tstacn)](OTf) (1Ni), which is responsible for the Csp3−Cl bond activation, and [Ir(NMe2bpy)(ppy)2]PF6, (PCIrNMe2), which is the photoredox catalyst. Combined experimental and theoretical studies show an in situ photogenerated NiI intermediate ([Ni(Py2Tstacn)]+) which is catalytically competent for the Csp3−Cl bond cleavage via a SN2 mechanism for primary alkyl chlorides, forming carbon-centered free radicals, which react with the olefin leading to the formation of the Csp3−Csp3 bond. These results suggest inert alkyl chlorides can be electrophiles for developing new intermolecular strategies in which low-valent aminopyridine nickel complexes act as key catalytic species.

Keywords

active-sitearyl halidescomplexescross-couplingelectron-transfermechanismsmoleculesphotocatalysisreaction mechanismsroom-temperaturesynthetic methodstransformationsversatileC bond formationChloroalkanesCross-couplingPhotocatalysisReaction mechanismsSynthetic methods

Quality index

Bibliometric impact. Analysis of the contribution and dissemination channel

The work has been published in the journal Angewandte Chemie (International Ed. Print) 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, 2022, it was in position 13/178, thus managing to position itself as a Q1 (Primer Cuartil), in the category Chemistry, Multidisciplinary. Notably, the journal is positioned above the 90th percentile.

From a relative perspective, and based on the normalized impact indicator calculated from World Citations from Scopus Elsevier, it yields a value for the Field-Weighted Citation Impact from the Scopus agency: 1.06, 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: ESI Nov 14, 2024)

This information is reinforced by other indicators of the same type, which, although dynamic over time and dependent on the set of average global citations at the time of their calculation, consistently position the work at some point among the top 50% most cited in its field:

  • Field Citation Ratio (FCR) from Dimensions: 6.44 (source consulted: Dimensions May 2025)

Specifically, and according to different indexing agencies, this work has accumulated citations as of 2025-05-29, the following number of citations:

  • WoS: 5
  • Scopus: 19
  • OpenCitations: 20

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 2025-05-29:

  • 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: 26.
  • 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: 26 (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: 17.45.
  • The number of mentions on the social network X (formerly Twitter): 17 (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 (Aragón Artigas, Jordi) and Last Author (Lloret-Fillol, J).

the author responsible for correspondence tasks has been Lloret-Fillol, J.