Divergent Mechanistic Scenarios for the C−sp2 and C−sp3 C−H Insertion of Aurated Aryl Cations
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A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä
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Date
2023-10-13
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Language
en
Pages
8
3320-3327
3320-3327
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Advanced Synthesis and Catalysis, Volume 365, issue 19
Abstract
By employing the sterically highly demanding steering ligand IPr* at a gold(I) center, it is possible to induce a 6-endo-dig cyclization pathway in 1,5-diynes bearing terminal alkyne moieties. The resulting aurated naphthyl cations are utilized for the intermolecular formation of C−C bonds via C−H insertion of aromatic and aliphatic C−H bonds. The mechanisms of these transformations were studied by quantum chemical calculations.Description
Funding Information: J. Bucher is grateful for a Chemiefonds scholarship of the Fonds der Chemischen Industrie. The authors thank Umicore AG & Co. KG for the generous donation of gold salts. Publisher Copyright: © 2023 The Authors. Advanced Synthesis & Catalysis published by Wiley-VCH GmbH.
Keywords
aryl cations, C−H insertion, diynes, gold catalysis, high energy intermediates
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Citation
Bucher, J, Wurm, T, Farshadfar, K, Schukin, M, Uzunidis, G, Rudolph, M, Rominger, F, Ariafard, A & Hashmi, A S K 2023, ' Divergent Mechanistic Scenarios for the C− sp 2 and C− sp 3 C−H Insertion of Aurated Aryl Cations ', Advanced Synthesis and Catalysis, vol. 365, no. 19, pp. 3320-3327 . https://doi.org/10.1002/adsc.202300548