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Analysis of institutional authors

Bures JCorresponding AuthorMartin RCorresponding Author

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March 20, 2020
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Article

Intermediacy of Ni-Ni Species in sp2 C-O Bond Cleavage of Aryl Esters: Relevance in Catalytic C-Si Bond Formation

Publicated to: Journal Of The American Chemical Society. 140 (28): 8771-8780 - 2018-07-18 140(28), DOI: 10.1021/jacs.8b04479

Authors:

Somerville, RJ; Hale, LVA; Gómez-Bengoa, E; Burés, J; Martin, R
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Affiliations

Barcelona Inst Sci & Technol, Inst Chem Res Catalonia ICIQ, Av Paisos Catalans 16, Tarragona 43007, Spain - Author
ICREA, Passeig Lluis Co 23, Barcelona 08010, Spain - Author
Institute of Chemical Research of Catalonia (ICIQ) , The Barcelona Institute of Science and Technology , Av. Països Catalans 16 , 43007 Tarragona , Spain.;Department of Chemistry , University of Michigan , Ann Arbor , Michigan 48109 , United States.;Department of Organic Chemistry I , Universidad País Vasco , UPV/EHU, Apdo. 1072 , 20080 San Sebastian , Spain.;The University of Manchester , School of Chemistry , Oxford Road , M13 9PL Manchester , U.K.;Institute of Chemical Research of Catalonia (ICIQ) , The Barcelona Institute of Science and Technology , Av. Països Catalans 16 , 43007 Tarragona , Spain.;ICREA , Passeig Lluïs Companys, 23 , 08010 Barcelona , Spain. - Author
Univ Basque Country, UPV EHU, Dept Organ Chem 1, Apdo 1072, San Sebastian 20080, Spain - Author
Univ Manchester, Sch Chem, Oxford Rd, Manchester M13 9PL, Lancs, England - Author
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA - Author
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Abstract

Monodentate phosphine ligands are frequently employed in the Ni-catalyzed C-O functionalization of aryl esters. However, the extensive body of preparative work on such reactions contrasts with the lack of information concerning the structure and reactivity of the relevant nickel intermediates. In fact, experimental evidence for a seemingly trivial oxidative addition into the C-O bond of aryl esters with monodentate phosphines and low-valent nickel complexes still remains elusive. Herein, we report a combined experimental and theoretical study on the Ni(0)/PCy3-catalyzed silylation of aryl pivalates with CuF2/CsF additives that reveals the involvement of unorthodox dinickel oxidative addition complexes in C-O bond cleavage and their relevance in C-Si bond formation. We have obtained a mechanistic picture that clarifies the role of the additives and demonstrates that dinickel complexes act as reservoirs of the propagating monomeric nickel complexes by disproportionation. We believe this study will serve as a useful entry point to unravelling the mechanistic underpinnings of other related Ni-catalyzed C-O functionalization reactions employing monodentate phosphines.
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Keywords

ActivationAzolesBorylationCarbon-carbon bondsCross-coupling reactionsDecarbonylative silylationDinuclearEthersNickel(ii) complexesOxidative addition

Quality index

Bibliometric impact. Analysis of the contribution and dissemination channel

The work has been published in the journal Journal Of The American Chemical Society 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, 2018, it was in position 12/172, 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 provided by WoS (ESI, Clarivate), it yields a value for the citation normalization relative to the expected citation rate of: 1.82. This 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 13, 2025)

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:

  • Weighted Average of Normalized Impact by the Scopus agency: 1.83 (source consulted: FECYT Mar 2025)

Specifically, and according to different indexing agencies, this work has accumulated citations as of 2026-01-20, the following number of citations:

  • WoS: 76
  • Scopus: 57
  • Europe PMC: 28
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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 2026-01-20:

  • 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: 98.
  • 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: 98 (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: 11.
  • The number of mentions on the social network X (formerly Twitter): 13 (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:

  • The work has been submitted to a journal whose editorial policy allows open Open Access publication.
  • Assignment of a Handle/URN as an identifier within the deposit in the Institutional Repository: http://hdl.handle.net/2072/529751
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Leadership analysis of institutional authors

This work has been carried out with international collaboration, specifically with researchers from: United Kingdom; United States of America.

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 (Somerville RJ) and Last Author (Martin Romo, Rubén).

the authors responsible for correspondence tasks have been Burés Amat, Jordi and Martin Romo, Rubén.

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Awards linked to the item

R.J.S and R.M. thank ICIQ, MINECO (CTQ2015-65496-R), & Severo Ochoa Accreditation SEV-2013-0319 for support. We also thank the ICIQ X-ray Diffraction, NMR, and Mass Spectrometry units. We sincerely thank Dr C. Saenz de Pipaon and Prof J. R Galan-Mascaros for the magnetic susceptibility analysis of 2a and 3. R.J.S. thanks the La Caixa Severo Ochoa programme for a predoctoral fellowship. L.V.A.H. acknowledges financial support through the Global Engagement of Doctoral Education Program funded by Rackham Graduate School. We also acknowledge insightful discussions with Drs. M. Perez-Temprano and F. Miloserdov. E.G.-B. thanks MINECO (CTQ2016-78083-P) and IZO-SGI SGIker of UPV-EHU for human and technical support.
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