Can the absence of solvation of neutral reagents by ionic liquids be responsible for the high reactivity in base-assisted intramolecular nucleophilic substitutions in these solvent?

Vincenzo Frenna, Renato Noto, Francesca D'Anna, Domenico Spinelli, Vitalba Pace

Risultato della ricerca: Book/Film/Article reviewpeer review

53 Citazioni (Scopus)

Abstract

The kinetics of the rearrangement of the Z-phenylhydrazoneof 3-benzoyl-5-phenyl-1,2,4-oxadiazole (1a) into the relevant4-benzoylamino-2,5-diphenyl-1,2,3-triazole (2a) induced byamines have been studied in two room-temperature ionicliquids (IL-1, [BMIM][BF4] and IL-2, [BMIM][PF6]). Thedata collected show that the reaction occurs faster in ionicliquids than in other conventional solvents previouslystudied (both polar or apolar, protic or aprotic). Presumably,this could depend on their peculiar ability to minimize thestrong substrate-solvent, amine-solvent and amine-amineinteractions occurring in conventional solvents.
Lingua originaleEnglish
pagine (da-a)2828-2831
Numero di pagine4
RivistaJournal of Organic Chemistry
Volume70
Stato di pubblicazionePublished - 2005

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Fingerprint Entra nei temi di ricerca di 'Can the absence of solvation of neutral reagents by ionic liquids be responsible for the high reactivity in base-assisted intramolecular nucleophilic substitutions in these solvent?'. Insieme formano una fingerprint unica.

Cita questo