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Reductive Dehalogenation of Monobromo‐ and Tribromoacetic Acid by Sodium Borohydride Catalyzed by Gold Nanoparticles Entrapped in Sol–Gel Matrices Follows Different Pathways
Author(s) -
Adhikary Jaydeep,
Meistelman Michael,
Burg Ariela,
Shamir Dror,
Meyerstein Dan,
Albo Yael
Publication year - 2017
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201700069
Subject(s) - chemistry , succinic acid , sodium borohydride , acetic acid , halogenation , catalysis , borohydride , organic chemistry , nuclear chemistry , medicinal chemistry
An efficient, green, and reusable system comprising gold nanoparticles entrapped in an organically modified sol–gel silica matrix was found to catalyze the reduction of monobromo‐ and tribromoacetic acid by NaBH 4 . Interestingly, the reduction of tribromoacetic acid yielded succinic acid along with acetic acid, whereas monobromoacetic acid was reduced only to acetic acid. The relative yields of succinic acid and acetic acid depended on the rate of addition of BH 4 – . Slow addition resulted in the formation of succinic acid as the major product. A variable product distribution was achieved as a result of the different pathways for dehalogenation.