Neutral Flavins: Green and Robust Organocatalysts for Aerobic Hydrogenation of Olefins
Yasushi Imada*, Takahiro Kitagawa, Takashi Ohno, Hiroki Iida and Takeshi Naota*
*Department of Chemistry, Graduate School of Engineering Science, Osaka University, Machikaneyama, Toyonaka, Osaka 560-8531, Japan, Email: imadachem.es.osaka-u.ac.jp, naotachem.es.osaka-u.ac.jp
Y. Imada, T. Kitagawa, T. Ohno, H. Iida, T. Naota, Org. Lett., 2010, 12, 32-35.
Various olefins can be hydrogenated quantitatively with neutral, flavin-derived catalysts in the presence of hydrazine under an athomspheric pressure of O2. A vitamin B2 derivative acts as a highly efficient and robust catalyst for the environmentally benign process producing water and nitrogen gas as the only waste products.
see article for more examples
proposed catalytic cycle
Y. Imada, H. Iida, T. Naota, J. Am. Chem. Soc., 2005, 127, 14544-14545.