TY - JOUR
T1 - Mechanistic study on the reaction of boronic acids with H-resorcinol
AU - Takao, Norihiro
AU - Suto, Akiko
AU - Kondo, Yuichi
AU - Ishihara, Koji
PY - 1999/7/15
Y1 - 1999/7/15
N2 - Kinetics for the reaction of m-nitrophenyl- (m-NO2Ph-), phenyl- (Ph-), methyl(Me-), and n-butyl- (n-Bu-) boronic acids with H-resorcinol has been studied at various temperatures and pressures. The pseudo first-order rate constant (kobs) exhibited saturation in the plot of kobs against the total boronic acid concentration (CB) for the reactions of m-NO2PhB(OH)2 and PhB(OH)2, while the plot was linear for the reactions of MeB(OH)2 and n-BuB(OH)2, which leads to the following equations, respectively: kobs=k*KCB/(1+KCB) and kobs=k*KCB=kfCB. It was experimentally shown that the reaction of boronic acids with H-resorcinol proceeds with rate determining second chelate-ring closure.
AB - Kinetics for the reaction of m-nitrophenyl- (m-NO2Ph-), phenyl- (Ph-), methyl(Me-), and n-butyl- (n-Bu-) boronic acids with H-resorcinol has been studied at various temperatures and pressures. The pseudo first-order rate constant (kobs) exhibited saturation in the plot of kobs against the total boronic acid concentration (CB) for the reactions of m-NO2PhB(OH)2 and PhB(OH)2, while the plot was linear for the reactions of MeB(OH)2 and n-BuB(OH)2, which leads to the following equations, respectively: kobs=k*KCB/(1+KCB) and kobs=k*KCB=kfCB. It was experimentally shown that the reaction of boronic acids with H-resorcinol proceeds with rate determining second chelate-ring closure.
KW - Boronic acid
KW - H-resorcinol
KW - Kinetics and mechanism
UR - http://www.scopus.com/inward/record.url?scp=0012818932&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0012818932&partnerID=8YFLogxK
U2 - 10.1016/S0020-1693(99)00152-8
DO - 10.1016/S0020-1693(99)00152-8
M3 - Article
AN - SCOPUS:0012818932
SN - 0020-1693
VL - 290
SP - 222
EP - 227
JO - Inorganica Chimica Acta
JF - Inorganica Chimica Acta
IS - 2
ER -