Pyrazinium Salts as Efficient Organocatalysts of Mild Oxidations with Hydrogen Peroxide

0359406 - ÚOCHB 2012 RIV DE eng J - Článek v odborném periodiku
Ménová, Petra - Kafka, František - Dvořáková, H. - Gunnoo, S. - Šanda, Miloslav - Cibulka, R.
Pyrazinium Salts as Efficient Organocatalysts of Mild Oxidations with Hydrogen Peroxide.
Advanced Synthesis & Catalysis. Roč. 353, č. 6 (2011), s. 865-870. ISSN 1615-4150. E-ISSN 1615-4169
Grant CEP: GA ČR(CZ) GA203/07/1246
Výzkumný záměr: CEZ:AV0Z40550506
Klíčová slova: Baeyer-Villiger oxidation * organocatalysis * peroxides * pyrazinium salts * sulfoxidation
Kód oboru RIV: CC - Organická chemie
Impakt faktor: 6.048, rok: 2011

A series of 3-substituted pyrazinium tetrafluoroborates was prepared as simple analogues of flavinium salts which are efficient organocatalysts for oxidations with hydrogen peroxide. It was shown that pyrazinium derivatives with an electronwithdrawing substituent catalyze mild oxidations of sulfides to sulfoxides and Baeyer–Villiger oxidations in a similar way to flavinium catalysts. A proposed mechanism for the catalysis is based on the formation of pyrazine hydroperoxide which is the agent oxidizing the substrate.
Trvalý link: http://hdl.handle.net/11104/0197203