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|Title:||Phase transfer catalysis by tetraethylammonium bromide: Nucleophilic opening of anhydrides using potassium superoxide in aprotic medium|
Shukla, Ajay Kumar
Singh, Krishna Nand
|Abstract:||Tetraethylammonium superoxide, generated in situ by the phase transfer reaction of potassium superoxide and tetraethylammonium bromide, brings about a clean cleavage of various anhydrides. particularly those with high molecular weight in dry dimethylformamide. As an outcome, succinic anhydride 1; glutaric anhydride 2; 3;3-dimethylglutaric anhydride 3;phthalic anhydride 4; diphenic anhydride 5; 1,2,3,4-tetrahydro-9-oxo-1 ,4-ethanonaphthalene-2,3-endo-dicarboxylic anhydride 6; 1,4,5,6,7,7-hexachloro-5-norbornene-2,3-dicarboxylic anhydride 7; endo-bicyclo [2.2.1] heptan-2-one-5,6- dicarboxylic anhydride 8: cis-5 -norbornene-endo-2,3-dicarboxylic anhydride 9 and trans-1,2-cyclohexane dicarboxylic anhydride 10 have been transformed into their corresponding dicarboxylic acids in fairly good yields. The report demonstrates the applicability of tetraethylammonium bromide as a phase transfer catalyst for efficient superoxide studies|
|Appears in Collections:||IJC-B Vol.38B(10) [October 1999]|
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