Topics in Catalysis

, Volume 61, Issue 7–8, pp 630–635 | Cite as

Nitrohydroxylation of Olefins with Nitric Acid Using Tridentate NHC–Amidate–Alkoxide Containing Palladium Catalysts

  • Justin O’Neill
  • Joo Ho Lee
  • Sungah Kim
  • Nima Zargari
  • Bijan Ketabchi
  • Jason Akahoshi
  • Felicia Yang
  • Kyung Woon Jung
Original Paper


In an attempt to explore the method of nitrohydroxylation which is fairly underdeveloped, our tridentate NHC–amidate–alkoxide containing palladium catalyst was used to nitrohydroxylate a variety of olefins in the presence of nitric acid. These reactions furnished β-nitro alcohols selectively to serve as a direct method for the synthesis of such compounds from various kinds of olefins. Dioxane served as an effective solvent, particularly in conjunction with TFA and AgNO3, which selectively generated the desired products. Vinyl arenes and other olefins produced a wide range of desired products in moderate to good yields.


Nitrohydroxylation β-Nitro alcohols NHC–amidate–alkoxide containing palladium catalyst 


Compliance with Ethical Standards

Conflict of interest

We do not have any potential conflicts of interest.

Research Involving Human Participants and/or Animals

This work doesn’t involve any human participants or animals.

Informed Consent

We do not have any informed consent.

Supplementary material

11244_2018_915_MOESM1_ESM.pdf (443 kb)
Supplementary material 1 (PDF 442 KB)


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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  1. 1.Loker Hydrocarbon Research Institute and Department of ChemistryUniversity of Southern CaliforniaLos AngelesUSA

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