Easy Eco-Friendly Phenonium Ion Production from Phenetyl Alcohols in Dimethyl Carbonate

Maurizio Barontini (1) , Ilaria Proietti Silvestri (2) , V. Nardi (2) , Paolo Bovicelli (3) , L. Pari (1) , F. Gallucci (1) , Riccardo Spezia (4) , G. Righi (5)

1 CRA-ING
2 Dipartimento di Chimica
3 ICB Unit of Sassary
4 LAMBE - Laboratoire Analyse et Modélisation pour la Biologie et l'Environnement
5 ICB Unit of Rome

An efficient and simple one-pot procedure for selective etherification of 2-aryl-ethylalcohols has been achieved through Amberlyst 15-catalyzed reaction in dimethyl carbonate (DMC). Moreover, the polymer catalyst could be recovered and reused with no effect on its activity. The reaction mechanism involves the formation of phenonium ion which has been demonstrated by a C-C bond forming reaction. Theoretical studies are in agreement with and thus explain experimental results.

Mots clés: polymer; unclassified drug; article; catalyst; chemical bond; chemical reaction; chemical structure; etherification; one pot synthesis; reaction analysis; theoretical study; alcohol; carbonic acid; dimethyl carbonate; phenethyl alcohol

Domaines: Chimie organique; Chimie théorique et/ou physique

Maurizio Barontini, Ilaria Proietti Silvestri, V. Nardi, Paolo Bovicelli, L. Pari, et al.. Easy Eco-Friendly Phenonium Ion Production from Phenetyl Alcohols in Dimethyl Carbonate. Tetrahedron Letters, 2013, 54 (37), pp.5004-5006. ⟨10.1016/j.tetlet.2013.06.122⟩. ⟨hal-00859366⟩