Premium
Development of a Novel Environmentally Friendly Electrolytic System by Using Recyclable Solid‐Supported Bases for In Situ Generation of a Supporting Electrolyte from Methanol as a Solvent: Application for Anodic Methoxylation of Organic Compounds
Author(s) -
Tajima Toshiki,
Fuchigami Toshio
Publication year - 2005
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200500340
Subject(s) - electrolyte , methanol , solvent , chemistry , environmentally friendly , anode , methoxide , in situ , inorganic chemistry , electrode , organic chemistry , ecology , biology
We have successfully developed a novel environmentally friendly electrolytic system using recyclable solid‐supported bases for in situ generation of a supporting electrolyte from methanol as a solvent. It was found that solid‐supported bases are electrochemically inactive at an electrode surface. It was also found that solid‐supported bases dissociate methanol into methoxide anions and protons. Therefore, in the presence of solid‐supported bases, it was clarified that methanol serves as both a solvent and a supporting electrolyte generated in situ. Anodic methoxylation of various compounds with solid‐supported bases was carried out to provide the corresponding methoxylated products in good to excellent yields with a few exceptions. The methoxylated products and the solid‐supported bases were easily separated by only filtration, and the desired pure methoxylated products were readily isolated simply by concentration of the filtrates. The separated and recovered solid‐supported bases were recyclable for several times.