Activation of tetrahydrofuran with 2-((Fluoroalkyl)thio)Benzothiazolium reagents

Autor: Carlo Fasting, Lilian M. Maas, Andreas Mavroskoufis, Patrick Voßnacker, Matthew N. Hopkinson, Jonas R. Schmid
Rok vydání: 2021
Předmět:
Zdroj: Tetrahedron. 101:132512
ISSN: 0040-4020
Popis: The ability of BT-SCF3 and related 2-(fluoroalkylthio)benzothiazolium salts to activate tetrahydrofuran (THF) has been investigated. In the presence of carboxylate nucleophiles, ring-opening polymerization reactions affording various fluorinated and non-fluorinated polyethers are observed. Moreover, in the absence of a carboxylate, activation by the benzothiazolium allows for α-deprotonation of THF in the absence of a strong external base. In addition to these experimental studies, the Lewis acidity of BT-reagents is investigated by spectroscopic and quantum chemical methods.
Databáze: OpenAIRE