Redox Cycling with Tellurium. Si-H Bond Activation by a Lewis Superacidic Tellurenyl Cation.

IF 3.9 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chemistry - A European Journal Pub Date : 2025-01-22 Epub Date: 2024-11-20 DOI:10.1002/chem.202403496
Martin Hejda, Emanuel Hupf, Aleš Růžička, Libor Dostál, Jens Beckmann
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Abstract

The C,N-chelated aryltellurenyl triflate [2-(tBuNCH)C6H4Te][OTf] (1) activates the Si-H bonds in the tertiary silanes R3SiH via umpolung of H- to H+ to give rise to the iminium salts (tBuN(H)CH)C6H4TeSiR3][OTf] (2R, R=Et, Ph (elusive) and R=Si(CH3)3 isolated; OTf=O3SCF3) comprising Te-Si bonds, which are capable of generating silyl triflates, R3SiOTf, under attack of a second equivalent of 1. The unprecedented Si-H activation was utilized in main group redox catalysis using p-quinones, which were converted into (silylated) hydroquinones.

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碲的氧化还原循环。路易斯超酸性碲阳离子活化 Si-H 键。
C,N-螯合芳基三甲苯基三酸酯[2-(tBuNCH)C6H4Te][OTf](1)通过将 H- 转化为 H+ 的 Umpolung 激活叔硅烷 R3SiH 中的 Si-H 键,生成亚胺盐 (tBuN(H)CH)C6H4TeSiR3][OTf] (2R,R = Et,Ph(难以捉摸)和 R = Si(CH3)3 分离;OTf = O3SCF3),它们由 Te-Si 键组成,能够生成三硅酸盐 R3SiOTf 在第二当量 1 的作用下,前所未有的 Si-H 活化被用于对醌的主族氧化还原催化,对醌被转化为(硅化)对苯二酚。
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来源期刊
Chemistry - A European Journal
Chemistry - A European Journal 化学-化学综合
CiteScore
7.90
自引率
4.70%
发文量
1808
审稿时长
1.8 months
期刊介绍: Chemistry—A European Journal is a truly international journal with top quality contributions (2018 ISI Impact Factor: 5.16). It publishes a wide range of outstanding Reviews, Minireviews, Concepts, Full Papers, and Communications from all areas of chemistry and related fields. Based in Europe Chemistry—A European Journal provides an excellent platform for increasing the visibility of European chemistry as well as for featuring the best research from authors from around the world. All manuscripts are peer-reviewed, and electronic processing ensures accurate reproduction of text and data, plus short publication times. The Concepts section provides nonspecialist readers with a useful conceptual guide to unfamiliar areas and experts with new angles on familiar problems. Chemistry—A European Journal is published on behalf of ChemPubSoc Europe, a group of 16 national chemical societies from within Europe, and supported by the Asian Chemical Editorial Societies. The ChemPubSoc Europe family comprises: Angewandte Chemie, Chemistry—A European Journal, European Journal of Organic Chemistry, European Journal of Inorganic Chemistry, ChemPhysChem, ChemBioChem, ChemMedChem, ChemCatChem, ChemSusChem, ChemPlusChem, ChemElectroChem, and ChemistryOpen.
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