Peng Liu Group - 60. Fundamental Difference in Reductive Lithiations

Journal article

Nicole Kennedy, Peng Liu, Theodore Cohen
Angewandte Chemie International Edition, vol. 55, 2016, pp. 383-386

DOI: 10.1002/anie.201508971

Cite

APA Click to copy
Kennedy, N., Liu, P., & Cohen, T. (2016). 60. Fundamental Difference in Reductive Lithiations with Preformed Radical Anions versus Catalytic Aromatic Electron-Transfer Agents: N,N-Dimethylaniline as an Advantageous Catalyst. Angewandte Chemie International Edition, 55, 383–386. https://doi.org/10.1002/anie.201508971

Chicago/Turabian Click to copy
Kennedy, Nicole, Peng Liu, and Theodore Cohen. “60. Fundamental Difference in Reductive Lithiations with Preformed Radical Anions versus Catalytic Aromatic Electron-Transfer Agents: N,N-Dimethylaniline as an Advantageous Catalyst.” Angewandte Chemie International Edition 55 (2016): 383–386.

MLA Click to copy
Kennedy, Nicole, et al. “60. Fundamental Difference in Reductive Lithiations with Preformed Radical Anions versus Catalytic Aromatic Electron-Transfer Agents: N,N-Dimethylaniline as an Advantageous Catalyst.” Angewandte Chemie International Edition, vol. 55, 2016, pp. 383–86, doi:10.1002/anie.201508971.

BibTeX Click to copy

@article{kennedy2016a,
  title = {60. Fundamental Difference in Reductive Lithiations with Preformed Radical Anions versus Catalytic Aromatic Electron-Transfer Agents: N,N-Dimethylaniline as an Advantageous Catalyst},
  year = {2016},
  journal = {Angewandte Chemie International Edition},
  pages = {383-386},
  volume = {55},
  doi = {10.1002/anie.201508971},
  author = {Kennedy, Nicole and Liu, Peng and Cohen, Theodore}
}

Surface deep: The reductive lithiation of phenyl thioethers proceeds by either preformed aromatic radical anions or by lithium metal and an aromatic electron-transfer catalyst. These two methods are fundamentally different: reductions with radical anions occur in solution, whereas the catalytic reaction occurs on the surface of lithium, which is constantly reactivated by the catalyst. A catalytic amount of N,N-dimethylaniline (DMA) and Li ribbon can achieve reductive lithiation.