Abstract
The kinetics of the hydride transfer reaction between Methylene Blue (MB+) and 1-benzyl-1,4-dihydronicotinamide (BNAH) were studied in 10% ethanol-90% water mixed solvents containing β- and γ-cyclodextrins (β-CD and γ-CD). The pseudo-first order rate constant shows kinetic saturation at high initial concentration of BNAH. This indicates the formation of a complex between MB+ and BNAH. The reaction was suppressed by addition of β-CD, but enhanced by addition of γ-CD. MB+ and BNAH were separately accommodated within the β-CD cavity and the cavity walls may protect the activity site of the reactants. On the other hand, in the MB+-BNAH-γ-CD system, the inclusion of the complex between MB+ and BNAH with γ-CD occurred. This effect of γ-CD can distinguish between the productive and non-productive nature of the complex.
| Original language | English |
|---|---|
| Pages (from-to) | 233-239 |
| Number of pages | 7 |
| Journal | Journal of Inclusion Phenomena and Macrocyclic Chemistry |
| Volume | 54 |
| Issue number | 3-4 |
| DOIs | |
| Publication status | Published - Apr 2006 |
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Keywords
- 1-benzyl-1,4-dihydronicotinamide
- Cyclodextrin
- Hydride transfer reaction
- Inclusion complexes
- Methylene blue
- Reaction mechanism
ASJC Scopus subject areas
- Chemistry(all)
- Condensed Matter Physics
Cite this
Elucidation of the role of the complex in hydride transfer reaction between methylene blue and 1-benzyl-1,4-dihydronictinamide by effect of γ-cyclodextrin. / Liu, Yingjin; Horiuchi, Naoto; Sueishi, Yoshimi; Yamamoto, Shunzo.
In: Journal of Inclusion Phenomena and Macrocyclic Chemistry, Vol. 54, No. 3-4, 04.2006, p. 233-239.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Elucidation of the role of the complex in hydride transfer reaction between methylene blue and 1-benzyl-1,4-dihydronictinamide by effect of γ-cyclodextrin
AU - Liu, Yingjin
AU - Horiuchi, Naoto
AU - Sueishi, Yoshimi
AU - Yamamoto, Shunzo
PY - 2006/4
Y1 - 2006/4
N2 - The kinetics of the hydride transfer reaction between Methylene Blue (MB+) and 1-benzyl-1,4-dihydronicotinamide (BNAH) were studied in 10% ethanol-90% water mixed solvents containing β- and γ-cyclodextrins (β-CD and γ-CD). The pseudo-first order rate constant shows kinetic saturation at high initial concentration of BNAH. This indicates the formation of a complex between MB+ and BNAH. The reaction was suppressed by addition of β-CD, but enhanced by addition of γ-CD. MB+ and BNAH were separately accommodated within the β-CD cavity and the cavity walls may protect the activity site of the reactants. On the other hand, in the MB+-BNAH-γ-CD system, the inclusion of the complex between MB+ and BNAH with γ-CD occurred. This effect of γ-CD can distinguish between the productive and non-productive nature of the complex.
AB - The kinetics of the hydride transfer reaction between Methylene Blue (MB+) and 1-benzyl-1,4-dihydronicotinamide (BNAH) were studied in 10% ethanol-90% water mixed solvents containing β- and γ-cyclodextrins (β-CD and γ-CD). The pseudo-first order rate constant shows kinetic saturation at high initial concentration of BNAH. This indicates the formation of a complex between MB+ and BNAH. The reaction was suppressed by addition of β-CD, but enhanced by addition of γ-CD. MB+ and BNAH were separately accommodated within the β-CD cavity and the cavity walls may protect the activity site of the reactants. On the other hand, in the MB+-BNAH-γ-CD system, the inclusion of the complex between MB+ and BNAH with γ-CD occurred. This effect of γ-CD can distinguish between the productive and non-productive nature of the complex.
KW - 1-benzyl-1,4-dihydronicotinamide
KW - Cyclodextrin
KW - Hydride transfer reaction
KW - Inclusion complexes
KW - Methylene blue
KW - Reaction mechanism
UR - http://www.scopus.com/inward/record.url?scp=33646476138&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=33646476138&partnerID=8YFLogxK
U2 - 10.1007/s10847-005-8119-5
DO - 10.1007/s10847-005-8119-5
M3 - Article
AN - SCOPUS:33646476138
VL - 54
SP - 233
EP - 239
JO - Journal of Inclusion Phenomena and Macrocyclic Chemistry
JF - Journal of Inclusion Phenomena and Macrocyclic Chemistry
SN - 1388-3127
IS - 3-4
ER -