Substituent Effects in Arylseleninic Acid-Catalyzed Bromination of Organic Substrates with Sodium Bromide and Hydrogen Peroxide

• Published in: Organometallics Vol. 22; no. 20; pp. 4158 - 4162
• Main Authors: Drake, Michael D, Bateman, Margaret A, Detty, Michael R
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 29.09.2003; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Inorganic & Nuclear; Chemistry, Organic; Physical Sciences; Science & Technology; KETONES; CONVERSION; SELECTIVE BROMINATION; OXIDATIONS; OLEFINS; HALOGENATION; BENZENE-SELENINIC ACID; H2O2; EPOXIDATION

Arylseleninic acids were found to be catalysts for the oxidation of bromide with hydrogen peroxide in a two-phase mixture of ether and pH 6 phosphate buffer. Benzeneseleninic acid (3) and 4-methoxyphenylseleninic acid (4) were more efficient catalysts than 3,5-bis(trifluoromethyl)phenylseleninic aci...