Organic Letters
Letter
high yields (93−99%) at room temperature. In a comparison of
the DMAP-MONNs with previous reported DMAP heteroge-
neous catalysts, this work also showed high values for the
esterification reaction (Table S3). The recyclability of DMAP-
MONNs also has been investigated using a-phenethyl alcohol
least 10 times and still retain a high activity (Figure S9).
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9
In conclusion, a new method to synthesize an azide-MONNs
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has been developed by a combination of hyper-cross-linking
and molecule templating of a chlorine contained core−shell
bottlebrush copolymer. Small molecule catalysts, such as
TEMPO and DMAP, can be efficiently introduced into the
MONNs by the CuAAC reaction and made the material act as
a heterogeneous catalyst. Furthermore, both of the as-
synthesized TEMPO- and DMAP-MONNs show excellent
catalysis activity and recyclability due to their hierarchical-
porosity structure and high surface area. In addition, this work
might provide a general method to attach any appropriately
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small molecules to the N -MONNs for various applications.
3
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ASSOCIATED CONTENT
Supporting Information
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Zhong, A.; Yu, W.; Shi, B.; Huang, K. Polym. Chem. 2016, 7, 7408−
*
S
7
415.
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Synthesis and characterization of catalysts; general
procedures; spectroscopic data (PDF)
1
(
5
19.
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1, 12076−9. (b) Saha, B.; Gupta, D.; Abu-Omar, M. M.; Modak, A.;
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AUTHOR INFORMATION
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(
1
(
ORCID
(
Notes
Org. Lett. 2007, 9, 3449−51. (b) Taskin, O. S.; Kiskan, B.; Weber, J.;
Yagci, Y. Macromol. Mater. Eng. 2015, 300, 1116−1122. (c) Cho, K.;
Yoo, J.; Noh, H.-W.; Lee, S. M.; Kim, H. J.; Ko, Y.-J.; Jang, H.-Y.; Son,
S. U. J. Mater. Chem. A 2017, 5, 8922−8926.
The authors declare no competing financial interest.
(19) (a) Macintyre, F. S.; Sherrington, D. C.; Tetley, L. Macro-
ACKNOWLEDGMENTS
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molecules 2006, 39, 5381−5384. (b) Pulko, I.; Wall, J.; Krajnc, P.;
Cameron, N. R. Chem. - Eur. J. 2010, 16, 2350−4.
(20) Ciriminna, R.; Pagliaro, M. Org. Process Res. Dev. 2010, 14, 245−
251.
The work is supported by the National Science Foundation of
China (Grants 51273066, 21574042). The large instruments
were supported by the Open Foundation of East China Normal
Universtiy.
(21) (a) Wang, Y.; Song, X.; Shao, S.; Zhong, H.; Lin, F. RSC Adv.
2
012, 2, 7693. (b) Shi, Y.; Nabae, Y.; Hayakawa, T.; Kakimoto, M.-a.
RSC Adv. 2015, 5, 1923−1928. (c) Machado, A.; Casimiro, M. H.;
Ferreira, L. M.; Castanheiro, J. E.; Ramos, A. M.; Fonseca, I. M.; Vital,
J. Microporous Mesoporous Mater. 2015, 203, 63−72.
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