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• W2034527306 abstract "The novel directed ortho metalation (DoM) reagents for functionalized aromatic rings, TMP-Zn-ates (R2Zn(TMP)Li (R = Me, 1; tBu, 2)), have been reported to be synthetically useful for the chemo- and regioselective construction of multi-functionalized aromatic compounds. Here, we present the first comprehensive structural and mechanistic investigation by means of X-ray, NMR, and DFT studies on the DoM reaction employing our original TMP-Zn-ate base. The structures of TMP-Zn-ates in solution and in the solid state were determined. The DFT study strongly suggested that the deprotonation involving the TMP ligand on the TMP-Zn-ate is kinetically more favorable than that involving the alkyl ligand, and this view was supported by monitoring of the 13C NMR spectrum of the reaction mixture." @default.
• W2034527306 created "2016-06-24" @default.
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• W2034527306 date "2006-06-10" @default.
• W2034527306 modified "2023-10-07" @default.
• W2034527306 title "Structure and Reaction Pathway of TMP-Zincate: Amido Base or Alkyl Base?" @default.
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• W2034527306 doi "https://doi.org/10.1021/ja060489h" @default.
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