Vanadium oxytrinitrate nitration

Vanadium(V) oxytrinitrate [VO(N03)3] has been established as a powerful but moisture-sensitive reagent which nitrates a range of substituted aromatic compounds in good yield in dichloromethane at room temperature. The hydrated triflates Hf(OTf)4 and Zr(OTf)4 are excellent recyclable catalysts for the mononitration of o-nitrotoluene with 1 equiv. of concentrated nitric acid. ... 

The electrophilic nitronium ion (NO ) can be generated from concentrated nitric acid by the action of concentrated sulfuric acid (the classical mixed acid Scheme 4.2) or with acetic acid and/or acetic anhydride. The latter may involve the formation of acetyl nitrate. Some metal nitrates, such as copper(II) nitrate or vanadium(V) oxytrinitrate, have been employed in nitrations, whilst the combination of ozone and nitrogen dioxide has provided a relatively non-acidic methodology, based on the formation of N2O5 and its fission to give NOj NOj. ... 

Dove, M. F. A. Manz, B. Montgomery, J. Pattenden, G. Wood, S. A. Vanadium (V) oxytrinitrate, V0(N03)3. a powerful reagent for the nitration of aromatic compounds at room temperature under non-acidic conditions. J. Chem. Soc., Perkin Trans. 1 1998, 1589-1590. 

---

See also in sourсe #XX -- [ , ]

---