Chemical Methods for Ether‐Bond Cleavage by Electron‐Transfer Reagents

Abstract

Ethers can easily be cleaved with various electron‐transfer reagents. New data concerning the chemical methods of the regioselective opening of the ether bond with alkali metals (M0), alkali metal aromatic radical anions (Ar·−, M+), alkalides (M−, M+C; C denotes a ligand) and low‐valent transition‐metal compounds are presented. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

Versatile grafting chemistry for creation of stable molecular layers on oxides

“…However, there is significant desorption of bipyridine layers from the TiO 2 surface in highly acidic solution for both Bipy(OH) and Bipy(OH) 2 grafted substrates. The presence of acid leads to the cleavage of the ether bond 55 resulting in desorption of the bipyridine layer. Bipy(OH) 2 grafted TiO 2 substrates show better stability in highly acidic solution when compared to BipyOH grafted substrates for the tested period (28 days).…”

Characterization of sn-2 Alk-1'-Enyl Ethers of Glycerol from Rice Bran Oil

“…Mild alkaline hydrolysis does not cleave the ether bonds but the previous reports envisage that alkali metals are highly induce to the heterolytic cleavage of carbon-oxygen bond by chemical mode of cleavage. In addition to this presence of -CH CH-adjacent to the ether bond stabilize the ion formed by electron transfer there by forming aldehyde 22,23 .…”

Electron-Transfer Processes Mediated by Alkalides: A Critical Approach

“…Regiochemistry of the reaction of K − with aromatic ethers is shown in Table 1 The course of K − , K + (15C5) 2 reactions with aliphatic and aliphatic-aromatic ethers has been presented in several articles [37,83,95,104]. These reactions were also regioselective.…”