Gold Nanoparticles for Reduction of Aromatic Nitro Compounds
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1196, 1126, 1050, 911, 821 cm .
10290.
3
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Preparation of gold nanoparticles capped with
RPAMA
RPAMA-coated gold nanoparticles were prepared by
the reduction of HAuCl4 solution as described in our
previous reports.18 In a typical experiment, an aqueous
solution of HAuCl4 (0.20 mL, 9.7 mmol/L) and
RPAMA aqueous solution (6.0 mL) were mixed in a
100 mL round flask. Then, sodium borohydride aqueous
solution (0.40 mL, 0.1 mol/L) was injected into the
above solution under vigorous stirring, and the resorci-
narene-capped AuNPs were immediately obtained.
4
5
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Procedures for the reduction of nitro compounds
using RPAMA-coated AuNPs
The catalytic reduction of 4-nitrophenol was studied
as follows. In the standard quartz cuvette with 1-cm
path length, 6 mL of 0.15 mmol/L 4-nitrophenol and 1
mL of 0.5 mol/L NaBH4 aqueous solution was added.
Then the addition of 0.1 mL of Au colloid to the mix-
ture caused the decrease in the intensity of the peak of
4-nitrophenol. The absorption spectra were recorded
every 3 min in the range of 200—700 nm at room
temperature. The control experiment was also carried
out using the mixtures of NaBH4 and 4-nitrophenol. The
absorption spectrum of 4-nitrophenol was unaltered.
The same procedure was applied to the catalytic reduc-
tion of 2-nitrophenol, 3-nitrophenol and 4-nitroaniline.
7
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Liu, Y.; Male, K. B.; Bouvrette, P.; Luong, J. H. T. Chem.
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Conclusion
12 (a) Balasubramanian, R.; Xu, J.; Kim, B.; Sadtler, B.; Wei,
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We have successfully synthesized a novel amphi-
philic resorcinarene surfactant (RPAMA) with four
amine groups that can become both template and stabi-
lizer for gold nanoparticles. It is found that the particle
size of AuNPs prepared using RPAMA decreases with
(b) Wei, A.; Kim, B.; Pusztay, S. V.; Tripp, S. L.;
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3+
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an increase in the molar ratio of [ RPAMA]/[Au ], and
their standard deviation also becomes small. Stable
AuNPs are obtained by the RPAMA adsorbing on the
gold surfaces as a bilayer. The combination of catalytic
qualities of AuNPs with NaBH4 reduces aromatic nitro
compounds to amines in aqueous media. A distinct dif-
ference in the catalytic activity is observed with the
change of the AuNPs size. This suggests that the rate
constant is significantly affected by the size of the
RPAMA adsorbing on the nanoparticles. The rate of
reduction has been observed to follow the sequence:
4-nitrophenol>3-nitrophenol>2-nitrophenol.
(b) Kim, B.; Balasubramanian, R.; Perez-Segarra, W.; Wei,
A.; Decker, B.; Mattay, J. Supramol. Chem. 2005, 17, 173.
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