Naslov
Design of Strong Neutral Organic Superacids: DFT-B3LYP Calculations on some Isobenzofulvene Derivatives

Autori
Maksić, Zvonimir ; Vianello, Robert

Izvornik
European Journal of Organic Chemistry (1434-193X) 9 (2004); 1940-1945

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
acidity; superacids; aromaticity; Bronsted acid; Lewis acid-base

Sažetak
It is shown that isobenzofulvenes heavily substituted by cyano groups provide very good candidates for neutral organic superacids of unprecedented strength. The latter can be additionally enhanced by the anionic corona effect realized by interaction between propyl– BX2 chain and O– atom in the corresponding conjugate bases, where X=F, Cl and Br. The main reason for the highly pronounced acidity is found, however, in the aromatization of the isobenzofulvene moiety upon deprotonation, which in turn is assisted by the electron withdrawing CN groups.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA