NO2+ to ethylene, the prototypal electrophilic nitration of a π system and the focus of considerable theoretical interest as a model of aromatic nitration, has been studied in the gas phase by FT-ICR, MIKE, and CAD mass spectrometry, complemented by ab initio calculations at the MP2/6-31+G* level of theory. The results provide a clearcut answer to the principal mechanistic question addressed, showing that the reaction yields a O-nitroso product, probably CH3CHONO+, rather than a C-nitrated product.
The gas-phase reaction of nitronium ion with ethylene. An experimental and theoretical study / Cacace, Fulvio; DE PETRIS, Giulia; Pepi, Federico; I., Rossi; A., Venturini. - In: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. - ISSN 0002-7863. - STAMPA. - 118:50(1996), pp. 12719-12719. [10.1021/ja9605937]
The gas-phase reaction of nitronium ion with ethylene. An experimental and theoretical study.
CACACE, Fulvio;DE PETRIS, GIULIA;PEPI, Federico;
1996
Abstract
NO2+ to ethylene, the prototypal electrophilic nitration of a π system and the focus of considerable theoretical interest as a model of aromatic nitration, has been studied in the gas phase by FT-ICR, MIKE, and CAD mass spectrometry, complemented by ab initio calculations at the MP2/6-31+G* level of theory. The results provide a clearcut answer to the principal mechanistic question addressed, showing that the reaction yields a O-nitroso product, probably CH3CHONO+, rather than a C-nitrated product.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
