Covalent triflates as synthons for silolyl- and germolyl cations,Dalton Transactions

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Covalent triflates as synthons for silolyl- and germolyl cations
Dalton Transactions ( IF 3.5 ) Pub Date : 2022-06-09 , DOI: 10.1039/d2dt01446g
Wiebke Marie Wohltmann ₁ , Marc Schmidtmann ₁ , Thomas Müller ₁

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The synthesis of 1-silolyl and 1-germolyl triflates from the corresponding chlorides by salt metathesis reaction is reported. These covalent triflates are ideal starting materials for the preparation of ionic silolyl- and germolyl-imidazolium triflates by their reaction with N-heterocyclic carbenes. Similarily, ionic silolyl- and germolyl-oxophosphonium triflates are obtained by substitution of the triflate group by triethylphosphane oxide Et₃PO. The analysis of their ³¹P NMR chemical shifts according to the Gutmann–Beckett method reveal the high Lewis acidity of the underlying silolyl and germolyl cations. Further analysis of structural and NMR parameters of the silolyl- and germolyl-imidazolium and oxophosphonium triflates indicates that these compounds are covalently bonded silole and germole derivatives with insignificant contributions from silolyl- or germolyl cations. Silolyl and germolyl triflates are however synthetic equivalents of these cations and might serve as a source for electrophilic silolyl and germolyl units.

中文翻译：

共价三氟甲磺酸酯作为甲硅烷基和锗基阳离子的合成子

报道了通过盐复分解反应由相应的氯化物合成 1-甲硅烷基和 1-锗基三氟甲磺酸酯。这些共价三氟甲磺酸酯是通过与 N-杂环卡宾反应制备离子型甲硅烷基-和锗基-咪唑三氟甲磺酸盐的理想起始材料。_{类似地，通过用三乙基氧化膦Et 3} PO取代三氟甲磺酸酯基团获得离子型甲硅烷基-和锗基-氧代磷鎓三氟甲磺酸酯。分析他们的³¹根据 Gutmann-Beckett 方法的 P NMR 化学位移揭示了潜在的甲硅烷基和锗基阳离子的高路易斯酸度。进一步分析甲硅烷基-和锗基-咪唑鎓和氧代磷鎓三氟甲磺酸盐的结构和核磁共振参数表明，这些化合物是共价键合的 silole 和 Germole 衍生物，对甲硅烷基或锗基阳离子的贡献微不足道。然而，甲硅烷基和锗基三氟甲磺酸酯是这些阳离子的合成等价物，并且可以作为亲电甲硅烷基和甲氧基单元的来源。

更新日期：2022-06-09

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