Anorganische Chemie, Technische Universität Dortmund, Otto-Hahn-Strasse 6, D-44227 Dortmund, Germany.
Chem Commun (Camb). 2012 Nov 7;48(86):10612-4. doi: 10.1039/c2cc35888c.
t-BuLi-t-BuOK selectively metalates the benzylic position of 2-phenylethyldimethylamine under mild conditions without occurrence of β-elimination in the resulting metalated species. Theoretical and structural studies indicate that potassium is crucial for both the lowering of the barrier of the initial deprotonation step and the stabilization of the labile anion.
叔丁基锂-叔丁醇钾在温和条件下选择性地使 2-苯乙基亚甲基二甲胺的苄位金属化,而在生成的金属化物种中没有发生 β-消除。理论和结构研究表明,钾对于初始去质子化步骤的势垒降低和不稳定阴离子的稳定都是至关重要的。