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

• Published in: Tetrahedron Letters
• Main Authors: Barontini, Maurizio, Proietti Silvestri, Ilaria, Nardi, V., Bovicelli, Paolo, Pari, L., Gallucci, F., Spezia, Riccardo, Righi, G.
• Other Authors: CRA-ING, National Research Council of Italy, Dipartimento di Chimica, Università degli Studi di Roma "La Sapienza" = Sapienza University Rome (UNIROMA), ICB Unit of Sassary, Laboratoire Analyse et Modélisation pour la Biologie et l'Environnement (LAMBE), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université de Cergy Pontoise (UCP), Université Paris-Seine-Université Paris-Seine-Université d'Évry-Val-d'Essonne (UEVE)-Institut de Chimie - CNRS Chimie (INC-CNRS)-Centre National de la Recherche Scientifique (CNRS), ICB Unit of Rome
• Format: Article in Journal/Newspaper
• Language: English
• Published: HAL CCSD 2013
• Subjects: 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; [CHIM.ORGA]Chemical Sciences/Organic chemistry; [CHIM.THEO]Chemical Sciences/Theoretical and/or physical chemistry; Carbonic acid
• Online Access: https://hal.science/hal-00859366; https://doi.org/10.1016/j.tetlet.2013.06.122

International audience 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.