(Chemical Equation Presented) Transition-state structures of the type illustrated were found to be crucial in determining whether directed ortho-metalation (DoM) or 1,2-addition occurs in the reaction of benzonitrile or methyl benzoate with Me2Zn(TMP)Li or (MeLi)2. The origin of the high chemoselectivity of the reaction was investigated. TMP = 2,2,6,6-tetramethylpiperidide.
- Density functional calculations
- Transition states