Abstract
Re-investigation of the reaction of phenylboronic acid (PhB(OH)2) with Alizarin Red S (ARS, H2L) was carried out using absorption and emission spectrophotometry to correct the currently proposed mechanism. Kinetic results obtained by both methods, which essentially show no significant differences, showed that the kinetic reactivity of ARS toward PhB(OH)2 was in the order H2L < HL– and that of phenylboronic acid toward HL– was PhB(OH)2 > PhB(OH)3 –. Acetic acid/acetate buffer accelerated the present reaction, though HEPES buffer did not. A detailed reaction mechanism involving the acceleration effect of the acetate buffer is proposed for the present reaction on the basis of a recent universal reaction mechanism.
| Original language | English |
|---|---|
| Pages (from-to) | 2956-2964 |
| Number of pages | 9 |
| Journal | ChemistrySelect |
| Volume | 2 |
| Issue number | 10 |
| DOIs | |
| Publication status | Published - 2017 Jan 1 |
Fingerprint
Keywords
- Alizarin Red S
- Kinetics
- Phenylboronic acid
- Reaction mechanism
ASJC Scopus subject areas
- Chemistry(all)
Cite this
Detailed Reaction Mechanism of Phenylboronic Acid with Alizarin Red S in Aqueous Solution : Re-Investigation with Spectrophotometry and Fluorometry. / Suzuki, Yota; Sugaya, Tomoaki; Iwatsuki, Satoshi; Inamo, Masahiko; Takagi, Hideo D.; Odani, Akira; Ishihara, Koji.
In: ChemistrySelect, Vol. 2, No. 10, 01.01.2017, p. 2956-2964.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Detailed Reaction Mechanism of Phenylboronic Acid with Alizarin Red S in Aqueous Solution
T2 - Re-Investigation with Spectrophotometry and Fluorometry
AU - Suzuki, Yota
AU - Sugaya, Tomoaki
AU - Iwatsuki, Satoshi
AU - Inamo, Masahiko
AU - Takagi, Hideo D.
AU - Odani, Akira
AU - Ishihara, Koji
PY - 2017/1/1
Y1 - 2017/1/1
N2 - Re-investigation of the reaction of phenylboronic acid (PhB(OH)2) with Alizarin Red S (ARS, H2L) was carried out using absorption and emission spectrophotometry to correct the currently proposed mechanism. Kinetic results obtained by both methods, which essentially show no significant differences, showed that the kinetic reactivity of ARS toward PhB(OH)2 was in the order H2L < HL– and that of phenylboronic acid toward HL– was PhB(OH)2 > PhB(OH)3 –. Acetic acid/acetate buffer accelerated the present reaction, though HEPES buffer did not. A detailed reaction mechanism involving the acceleration effect of the acetate buffer is proposed for the present reaction on the basis of a recent universal reaction mechanism.
AB - Re-investigation of the reaction of phenylboronic acid (PhB(OH)2) with Alizarin Red S (ARS, H2L) was carried out using absorption and emission spectrophotometry to correct the currently proposed mechanism. Kinetic results obtained by both methods, which essentially show no significant differences, showed that the kinetic reactivity of ARS toward PhB(OH)2 was in the order H2L < HL– and that of phenylboronic acid toward HL– was PhB(OH)2 > PhB(OH)3 –. Acetic acid/acetate buffer accelerated the present reaction, though HEPES buffer did not. A detailed reaction mechanism involving the acceleration effect of the acetate buffer is proposed for the present reaction on the basis of a recent universal reaction mechanism.
KW - Alizarin Red S
KW - Kinetics
KW - Phenylboronic acid
KW - Reaction mechanism
UR - http://www.scopus.com/inward/record.url?scp=85041735307&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85041735307&partnerID=8YFLogxK
U2 - 10.1002/slct.201700166
DO - 10.1002/slct.201700166
M3 - Article
AN - SCOPUS:85041735307
VL - 2
SP - 2956
EP - 2964
JO - ChemistrySelect
JF - ChemistrySelect
SN - 2365-6549
IS - 10
ER -