Intramolecular dehydrative condensation of dicarboxylic acids with brnsted base-assisted boronic acid catalysts

Akira Sakakura, Risa Yamashita, Takuro Ohkubo, Matsujiro Akakura, Kazuaki Ishihara

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)1458-1465
Number of pages8
JournalAustralian Journal of Chemistry
Volume64
Issue number11
DOIs
Publication statusPublished - Nov 21 2011
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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