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首页> 外文期刊>Chemistry: A European journal >Deprotonative metalation of substituted benzenes and heteroaromatics using amino/alkyl mixed lithium-zinc combinations
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Deprotonative metalation of substituted benzenes and heteroaromatics using amino/alkyl mixed lithium-zinc combinations

机译：使用氨基/烷基混合锂锌组合的取代苯和杂芳族化合物的去质子化金属

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摘要

Different homoleptic and heteroleptic lithium-zinc combinations were prepared, and structural elements obtained on the basis of NMR spectroscopic experiments and DFT calculations. In light of their ability to metalate anisóle, pathways were proposed to justify the synergy observed for some mixtures. The best basic mixtures were obtained either by combining ZnCl _2·TMEDA (TMEDA = N,N,N',N'tetramethylethylenediamine) with [Li(tmp)] (tmp = 2,2,6,6-tetramethylpiperidino; 3 equiv) or by replacing one of the tmp in the precedent mixture with an alkyl group. The reactivity of the aromatic lithium zincates supposedly formed was next studied, and proved to be substrate-, base-, and electrophile-dependent. The aromatic lithium zincates were finally involved in palladium-catalyzed cross-coupling reactions with aromatic chlorides and bromides.
机译：制备了不同的均配和杂配锂-锌组合，并基于NMR光谱实验和DFT计算获得了结构元素。考虑到它们使金属通道化的能力，提出了一些途径以证明对某些混合物观察到的协同作用是正确的。通过将ZnCl _2·TMEDA（TMEDA = N，N，N'，N'四甲基乙二胺）与[Li（tmp）]（tmp = 2,2,6,6-四甲基哌啶子酮; 3当量）组合获得最佳的碱性混合物或者通过用烷基取代先有混合物中的tmp之一。接下来研究了假定形成的芳香族锌酸锂的反应性，并证明其与底物，碱和亲电试剂有关。芳族锌酸锂最终参与了钯催化的与芳族氯化物和溴化物的交叉偶联反应。

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