Successful production of hydrazine derivatives from nitrogen molecules

October 18, 2023

Direct synthesis of nitrogen-containing organic compounds with addition reaction of unsaturated carbonyl

An international joint research team of RIKEN Cluster for Pioneering Research, RIKEN CSRS, and Dalian University of Technology has successfully synthesized hydrazine derivatives from highly stable nitrogen molecules (N2) and unsaturated carbonyl compounds under mild reaction conditions using a polymetallic titanium hydride compound.

Nitrogen molecules are an easily available natural resource, but they are difficult to use directly for organic synthesis as they are very stable. In this study, the international joint research team synthesized an organic hydrazine derivative by reducing the N≡N bond of the nitrogen molecule under mild conditions and adding α,β-unsaturated carbonyl compounds to form a new nitrogen-carbon bond. It was made possible with the use of a titanium hydride compound newly developed by the team. In addition, X-ray crystallographic, spectroscopic analyses, and computational studies have been performed to elucidate the reaction process at the molecular level.

The results of this research are expected to lead to the development of a method for directly synthesizing various nitrogen-containing organic substances from nitrogen molecules under mild conditions.

Original article
Journal of the American Chemical Society doi: 10.1021/jacs.3c08715
Q. Zhuo, J. Yang, X. Zhou, T. Shima, Y. Luo, Z. Hou,
"Aza-Michael Addition of Dinitrogen to α,β-Unsaturated Carbonyl Compounds in a Dititanium Framework".
Zhaomin Hou; Group Director
Takanori Shima; Senior Research Scientist
Advanced Catalysis Research Group