Nitration and High Energy Nitrogen Compounds.
Abstract
Electrophilic nitration of aromatics with a wide variety of nitrating systems were carried out to elucidate the general mechanism of the reaction. The study with reactive nitrating agents clearly reinforce our earlier view that substrate and positional selectivity are determined in two separate steps. Studies on the nitration of naphthalene show that the suggested radical cation pair mechanism is not of general importance. The reversibility of electrophilic aromatic nitration was demonstrated using superacid catalysts. Transfer nitrations were carried out with various transfer nitrating agents including preparation of nitrite esters of polyols. Solid superacid catalized nitration of aromatics with various nitrating agents was developed. The ambident reactivity of nitronium ion was demonstrated in the reaction of sulfides, selenides and phosphines using 13C, 15N and 31P NMR spectroscopy. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Jan 15, 1981
- Accession Number
- ADA095074
Entities
People
- George A. Olah
Organizations
- University of Southern California