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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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en

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8

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Advanced Synthesis & Catalysis, Volume 365, issue 19, pp. 3320-3327

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.

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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.

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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 & Catalysis, vol. 365, no. 19, pp. 3320-3327. https://doi.org/10.1002/adsc.202300548

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