Convenient Synthesis of Carbazoles without Precious Metal Catalysts

­ Executive Summary Carbazoles are structures that have two benzene rings on either side of a five-membered ring that contains nitrogen. They are used in a wide variety of photochemical and electrochemical applications including pharma, biomedica…

Executive Summary

Carbazoles are structures that have two benzene rings on either side of a five-membered ring that contains nitrogen. They are used in a wide variety of photochemical and electrochemical applications including pharma, biomedical, OLEDs, pigments, and batteries. However, the current synthesis of carbazoles requires harsh temperatures, complicated ring-building reactions, and precious metal catalysts. MSU researchers have recently discovered a new method of synthesizing carbazoles that requires mild reaction temperatures and no precious metals leading to a straightforward, cost-effective process.  

Description of the Technology

This technology utilizes hypervalent iodine and diphenyl amines to synthesize carbazole compounds. No precious metals such as palladium are required leading to simpler purification of the resulting product. This technology has currently been demonstrated at a laboratory scale.

Benefits

  • Simple chemistry for carbazole synthesis
  • Does not require precious metals
  • A variety of carbazoles can be made by this process with various substituted groups on the phenyl rings

Applications

  • OLEDs (solar cells, LEDs, smartphones, flat-screen TV’s)
  • Smart glass
  • Pharmaceuticals
  • Biomedical dyes
  • Pigments
  • Batteries

Patent Status

Patent pending

Licensing Rights

Full licensing rights available

References

SynOpen publication

Inventors

Dr. Tom Guarr, Addison Duda, Michael Giurini

TECH ID

TEC2022-0027

Website

http://msut.technologypublisher.com/technology/46522

Contact Information

TTO Home Page: http://msut.technologypublisher.com

Name: Jon Debling

Title: Technology Manager

Department: MSU Technologies

Email: deblingj@msu.edu