Issue Date: November 21, 2016
Reaction regioselectivity doesn’t require a transition state
Toluene nitration by nitronium (NO2+) salts yields curious regioselectivity: Although nitration should occur equally at all positions of the ring because the reaction is highly exothermic and the energy barrier is near zero, only 2% of the products are substituted at the meta position. Of various mechanisms proposed to explain this selectivity, none has proven to be satisfactory. That is because the reaction involves no intermediates and no transition states beyond the initial encounter of . . .
To view the rest of this content, please log in with your ACS ID.
- Chemical & Engineering News
- ISSN 0009-2347
- Copyright © American Chemical Society