1
436
Y. Li et al. / Tetrahedron Letters 51 (2010) 1434–1436
In summary, CNTs were modified by the attachment of amino
groups to their surface. The resulting CNT–NH can be dissolved
or dispersed) in a variety of solvents and separated from the sol-
2065–2068; (d) Linclau, B.; Sing, A. K.; Curran, D. P. J. Org. Chem. 1999, 64,
835–2842.
(a) Moore, J. D.; Herpel, R. H.; Lichtsinn, J. R.; Flynn, D. L.; Hanson, P. R. Org. Lett.
003, 5, 105–107; (b) Moore, J. D.; Byrne, R. J.; Vedantham, P.; Flynn, D. L.;
2
2
6
.
.
(
2
vents by filtration. The utility of CNT–NH
2
for fast scavenging of
Hanson, P. R. Org. Lett. 2003, 5, 4241–4244.
7
(a) Song, G.; Cai, Y.; Peng, Y. J. Comb. Chem. 2005, 7, 561–566; (b) Lei, M.; Tao,
X.-L.; Wang, Y.-G. Helv. Chim. Acta 2006, 89, 532–536; (c) Cai, Y.; Zhang, Y.;
Peng, Y.; Lu, F.; Huang, X.; Song, G. J. Comb. Chem. 2006, 8, 636–638.
an assortment of electrophiles has been demonstrated. However,
the amino functional loadings of CNT–NH are slightly lower than
2
15
that of conventional Polystyrene-supported scavengers. Increas-
ing the amino functional group content on CNTs and expanding
applications of this method are now underway.
For review, see: (a) Zhao, Y.-L.; Stoddart, J. F. Acc. Chem. Res. 2009, 42, 1161–
171; (b) Prato, M.; Kostarelos, K.; Bianco, A. Acc. Chem. Res. 2008, 41, 60–68;
c) Tasis, D.; Tagmatarchis, N.; Bianco, A.; Prato, M. Chem. Rev. 2006, 106, 1105–
136; (d) Khabashesku, V. N.; Billups, W. E.; Margrave, J. L. Acc. Chem. Res. 2002,
5, 1087–1095; (e) Ajayan, P. M. Chem. Rev. 1999, 99, 1787–1800.
3
9.
1
(
1
3
Acknowledgements
1
0. (a) Sun, Y.-P.; Fu, K.; Lin, Y.; Huang, W. Acc. Chem. Res. 2002, 35, 1096–1104; (b)
Pompeo, F.; Resasco, D. E. Nano. Lett. 2002, 2, 369–373; (c) Huang, W.;
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Chem. Mater. 2006, 18, 1520–1524.
Financial support from Shanghai Education Commission
06OZ025), Shanghai Institute of Technology (Yj-2006-19) and
Shanghai Leading Academic Discipline Project (P1502) are grate-
fully acknowledged.
(
1
1. (a) Hata, K.; Futaba, D. N.; Mizuno, K.; Namai, T.; Yumura, M.; Iijima, S. Science
2004, 306, 1362–1364; (b) Su, M.; Zheng, B.; Liu, J. Chem. Phys. Lett. 2000, 322,
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1014; (d) Villa, A.; Tessonnier, J.-P.; Majoulet, O.; Su, D. S.; Schlögl, R. Chem.
Supplementary data
Commun. 2009, 4405–4407.
2. Preparation of scavenger CNT–NH (4a): (a) 0.5 g of as-received multi-walled
2
1
CNTs was added to 400 mL of a mixture of sulfuric acid/nitric acid (3:1 by
volume, respectively). The mixture was treated with ultrasonic bath (40 kHz)
for 10 min, and then stirred for 8 h in reflux, followed by filtering through a
References and notes
Polytetrafluoroethylene membrane (0.22 lm pore size), and washed with
water until no residual acid was present. The filtered solid was dried under
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COOH was suspended in 20 mL of SOCl . The mixture was stirred at room
2
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.
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.3135 g of CNT–NH (4a).
11d
1
1
3. The titration was based on a procedure reported by Su and coworkers,
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3
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6
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