TY - JOUR
T1 - Intramolecular dehydrative condensation of dicarboxylic acids with brnsted base-assisted boronic acid catalysts
AU - Sakakura, Akira
AU - Yamashita, Risa
AU - Ohkubo, Takuro
AU - Akakura, Matsujiro
AU - Ishihara, Kazuaki
N1 - Funding Information:
Financial support for this project was partially provided by JSPS.KAKENHI (20245022 and 23350039), NEDO and the Global COE Program of MEXT.
PY - 2011
Y1 - 2011
N2 - 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.
AB - 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.
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U2 - 10.1071/CH11301
DO - 10.1071/CH11301
M3 - Article
AN - SCOPUS:81255143127
SN - 0004-9425
VL - 64
SP - 1458
EP - 1465
JO - Australian Journal of Chemistry
JF - Australian Journal of Chemistry
IS - 11
ER -