960化工网
3-Methylimidazolium bromohydrogenates(i): a room-temperature ionic liquid for ether cleavage†
G. Driver,K. E. Johnson
Green Chemistry Pub Date : 02/21/2003 00:00:00 , DOI:10.1039/B211548D
Abstract

1 H- and 13C{1H}-NMR indicate that the liquid formed at room temperature from 1 mole of 1-methylimidazole and 2 moles of anhydrous HBr contains the 3-methylimidazolium cation (Hmim+) and an equilibrium anionic mixture of Br, HBr2, and H2Br3. This liquid cleaves ethers efficiently, producing the corresponding bromides and alcohols from cyclic and straight-chain dialkyl ethers and phenols and alkyl bromides from aryl alkyl ethers. During the course of the reaction, the single anion proton signal moves several ppm downfield as the [HBr2]/[H2Br3] ratio increases. The nitrogenic proton of Hmim+ is unaffected, confirming that it is not labile and nor is it involved in the reaction, in accord with the large proton affinity of 1-methylimidazole.

Graphical abstract: 3-Methylimidazolium bromohydrogenates(i): a room-temperature ionic liquid for ether cleavage
平台客服
平台客服
平台在线客服