Room temperature ionic liquids structure and its effect on the mononuclear rearrangement of heterocycles: an approach using thermodynamic parameters.
The kinetics of the rearrangement of the Z-phenylhydrazone of 3-benzoyl-5-phenyl-1,2,4-oxadiazole (1) into the relevant 4-benzoylamino-2,5-diphenyl-1,2,3-triazole (2) induced by amines have been studied in five room-temperature ionic liquids (RTILs) at different temperatures. The kinetic data collected show that both cationic and anionic parts of RTILs significantly influence the reactivity of the title reaction. The calculated activation parameters allow us to advance hypotheses about the weak interactions operating in RTIL solutions.
D'Anna
Francesca
F
Dipartimento di Chimica Organica E. Paterno, Università degli Studi di Palermo, Viale delle Scienze, Parco d'Orleans 2, 90128 Palermo, Italy. fdanna@unipa.it
Frenna
Vincenzo
V
Noto
Renato
R
Pace
Vitalba
V
Spinelli
Domenico
D
D000588:Amines / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006835:Hydrazones / Q000737:chemistry*; D052578:Ionic Liquids / Q000737:chemistry*; D015394:Molecular Structure; D010069:Oxadiazoles / Q000737:chemistry*; D013696:Temperature; D013816:Thermodynamics; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
C517324:3-benzoyl-5-phenyl-1,2,4-oxadiazole phenylhydrazone; C517325:4-benzoylamino-2,5-diphenyl-1,2,3-triazole; D000588:Amines; D006571:Heterocyclic Compounds; D006835:Hydrazones; D052578:Ionic Liquids; D010069:Oxadiazoles; D014230:Triazoles