33734-37-1Relevant academic research and scientific papers
Bronsted base-assisted boronic acid catalysis for the dehydrative intramolecular condensation of dicarboxylic acids
Sakakura, Akira,Ohkubo, Takuro,Yamashita, Risa,Akakura, Matsujiro,Ishihara, Kazuaki
supporting information; experimental part, p. 892 - 895 (2011/05/02)
Bronsted base-assisted boronic acid catalysis for the dehydrative self-condensation of carboxylic acids is described. Arylboronic acid bearing bulky (N,N-dialkylamino)methyl groups at the 2,6-positions can catalyze the intramolecular dehydrative condensation of di-and tetracarboxylic acids. This is the first successful method for the catalytic dehydrative self-condensation of carboxylic acids.(Figure Presented)
METHOD FOR PRODUCING CARBOXYLIC ANHYDRIDE AND ARYLBORONIC ACID COMPOUND
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Page/Page column 11-12, (2012/01/13)
When phthalic acid is heated in heptane under azeotropic reflux conditions in the presence of a catalytic amount of an arylboronic acid compound (such as 2,6-(diisopropylaminomethyl)phenylboronic acid or 2,6-bis(diisopropylaminomethyl)phenylboronic acid), phthalic anhydride is obtained in high yield.
Intramolecular dehydrative condensation of dicarboxylic acids with brnsted base-assisted boronic acid catalysts
Sakakura, Akira,Yamashita, Risa,Ohkubo, Takuro,Akakura, Matsujiro,Ishihara, Kazuaki
experimental part, p. 1458 - 1465 (2012/02/15)
Bifunctional Brnsted base-assisted boronic acid catalysts, arylboronic acids bearing two sterically bulky (N,N-dialkylamino)methyl groups at the 2,6-positions, exhibit remarkable activities for the dehydrative intramolecular condensation of dicarboxylic acids. The steric bulkiness of the (N,N-dialkylamino)methyl groups of 1, which prevents the formation of less active species such as the N→B chelated species and triarylboroxines 3, is crucial for the high catalytic activity. This is the first successful method for the catalytic dehydrative self-condensation of di-and tetracarboxylic acids.
