Reduction of arenediazonium salts by tetrakis(dimethylamino)ethylene (TDAE): Efficient formation of products derived from aryl radicals
2009

Using TDAE to Reduce Arenediazonium Salts for Aryl Radical Formation

publication Evidence: moderate

Author Information

Author(s): Mahesh Mohan, Murphy John A, LeStrat Franck, Wessel Hans Peter

Primary Institution: University of Strathclyde

Hypothesis

Can tetrakis(dimethylamino)ethylene (TDAE) effectively reduce arenediazonium salts to generate aryl radicals?

Conclusion

TDAE is an effective reagent for the reduction of arenediazonium salts, leading to the formation of aryl radicals that can be used to synthesize indolines and indoles.

Supporting Evidence

  • TDAE was used for the first time as a mild reagent for the reduction of arenediazonium salts.
  • The methodology allows for the efficient synthesis of indolines and indoles.
  • The oxidized by-products of TDAE are easily removed from the reaction mixture.

Takeaway

This study shows that a special chemical called TDAE can help make new types of molecules by changing another type of molecule called arenediazonium salts.

Methodology

The study involved using TDAE to reduce arenediazonium salts and observing the resulting products through various chemical reactions.

Limitations

The yields of the products were not high, indicating potential inefficiencies in the radical processes.

Digital Object Identifier (DOI)

10.3762/bjoc.5.1

Want to read the original?

Access the complete publication on the publisher's website

View Original Publication