Please do not adjust margins
ChemComm
Page 5 of 5
COMMUNICATION
Journal Name
control compounds and with respect to one another. It is
likely that the nature of the porous polymer structure
contributes to these changes. Future studies will attempt to
gain more detailed insight into how an enforced porous
microenvironment can affect the redox properties of
corannulene-based materials
Zoppi, K. K. Baldridge, J. S. Siegel and XD. OCaI:o10, .J1.0M39a/Cte6rC.CC0h7e4m21.A
A, 2014, 2, 20515-20519.
20 K. Shi, T. Lei, X. Wang, J. Wang and J. Pei, Chem. Sci., 2014, 5,
1041-1045.
21 R. Lu, W. Xuan, Y. Zheng, Y. Zhou, X. Yan, J. Dou, R. Chen, J.
Pei, W. Weng and X. Cao, RSC Adv., 2014, 4, 56749-56755.
22 R. Lu, Y. Zhou, X. Yan, K. Shi, Y. Zheng, M. Luo, X. Wang, J.
Pei, H. Xia, L. Zoppi, K. K. Baldridge, J. S. Siegel and X. Cao,
Chem. Commun., 2015, 51, 1681-1684.
23 R. Chen, R. Lu, K. Shi, F. Wu, H. Fang, Z. Niu, X. Yan, M. Luo, X.
Wang, C. Yang, X. Wang, B. Xu, H. Xia, J. Pei and X. Cao,
Chem. Commun., 2015, 51, 13768-13771.
24 J. Mack, P. Vogel, D. Jones, N. Kaval and A. Sutton, Org.
Biomol. Chem., 2007, 5, 2448-2452.
25 A. V. Zabula, A. S. Filatov, S. N. Spisak, A. Y. Rogachev and M.
A. Petrukhina, Science, 2011, 333, 1008-1011.
26 W. B. Fellows, A. M. Rice, D. E. Williams, E. A. Dolgopolova,
A. K. Vannucci, P. J. Pellechia, M. D. Smith, J. A. Krause and N.
B. Shustova, Angew. Chem. Int. Ed., 2016, 55, 2195-2199.
27 H. Zhou, J. R. Long and O. M. Yaghi, Chem. Rev., 2012, 112,
673-674.
28 S. Ding and W. Wang, Chem. Soc. Rev., 2013, 42, 548-568.
29 R. Dawson, A. I. Cooper and D. J. Adams, Prog. Poly. Sci.,
2012, 37, 530-563.
30 T. Ben and S. Qiu, Cryst. Eng. Comm., 2013, 15, 17-26.
31 Q. Liu, Z. Tang, M. Wu and Z. Zhou, Polym. Int., 2014, 63,
381-392.
32 N. B. McKeown, ISRN Mater. Sci., 2012, 16.
33 C. M. Thompson, F. Li and R. A. Smaldone, Chem. Commun.,
2014, 50, 6171-6173.
34 C. M. Thompson, G. T. McCandless, S. N. Wijenayake, O.
Alfarawati, M. Jahangiri, A. Kokash, Z. Tran and R. A.
Smaldone, Macromolecules, 2014, 47, 8645-8652.
35 A. A. K. Karunathilake, J. Chang, C. M. Thompson, C. U.
Nguyen, D. Q. Nguyen, A. Rajan, A. Sridharan, M.
Vyakaranam, N. Adegboyega, S. J. Kim and R. A. Smaldone,
RSC Adv., 2016, 6, 65763-65769.
36 S. B. Alahakoon, C. M. Thompson, A. X. Nguyen, G. Occhialini,
G. T. McCandless and R. A. Smaldone, Chem. Commun.,
2016, 52, 2843-2845.
37 L. G. Scanlon, P. B. Balbuena, Y. Zhang, G. Sandi, C. K. Back,
W. A. Feld, J. Mack, M. A. Rottmayer and J. L. Riepenhoff, J.
Phys. Chem. B, 2006, 110, 7688-7694.
38 Y. Zhang, L. G. Scanlon, M. A. Rottmayer and P. B. Balbuena,
J. Phys. Chem. B, 2006, 110, 22532-22541.
39 P. A. Denis, J. Phys. Chem. C, 2008, 112, 2791-2796.
40 S. Banerjee, C. G. S. Pillai and C. Majumder, Int. J. Hydrogen
Energy, 2011, 36, 4976-4983.
41 A. Reisi-Vanani and L. Alihoseini, Surf. Sci., 2014, 621, 146-
151.
42 A. Reisi-Vanani and S. Faghih, J. Saudi Chem. Soc., 2014, 18,
666-673.
43 M. A. Hussain, D. Vijay and G. N. Sastry, J. Comput. Chem.,
2016, 37, 366-377.
In summary, we have succeeded in the design and
preparation of a corannulene based porous polymer via
Sonogashira
copolymerization
between
1,2,5,6-
tetrabromocorannulene (TBC) and both planar (DEB, TEB) and
tetrahedral (TPM) alkyne monomers, resulting in polymers
with microporous structures and CO2 adsorption properties
that are higher than expected given their moderate surface
areas. Furthermore, the corannulene units of the polymers
retain their redox activity, demonstrating potential as robust
materials for electrochemical applications such as
supercapacitors and batteries. This combination of porosity
and redox activity could also create new opportunities for the
application of porous materials as electrochemical sensors or
redox catalysts.
This reseach was carried out with the support of University
of Texas, Dallas, and the American Chemical Society Petroleum
Reseach Fund (52906-DNI10). We would like to acknowledge
Fei Li, Dr. Sumudu N Wijenayake and Dr. Gregory McCandless
for helpful discussion and PXRD.
References
1
2
Y. Wu and J. S. Siegel, Chem. Rev., 2006, 106, 4843-4867.
V. M. Tsefrikas and L. T. Scott, Chem. Rev., 2006, 106, 4868-
4884.
3
4
A. Sygula, Eur. J. Org. Chem., 2011, 2011, 1611-1625.
W. E. Barth and R. G. Lawton, J. Am. Chem. Soc., 1966, 88,
380-381.
5
6
7
8
R. G. Lawton and W. E. Barth, J. Am. Chem. Soc., 1971, 93,
1730-1745.
G. Mehta and G. Panda, Tetrahedron Lett., 1997, 38, 2145-
2148.
L. T. Scott, M. M. Hashemi, D. T. Meyer and H. B. Warren, J.
Am. Chem. Soc., 1991, 113, 7082-7084.
L. T. Scott, P. Cheng, M. M. Hashemi, M. S. Bratcher, D. T.
Meyer and H. B. Warren, J. Am. Chem. Soc., 1997, 119,
10963-10968.
A. Sygula and P. W. Rabideau, J. Am. Chem. Soc., 1999, 121,
7800-7803.
9
10 A. M. Butterfield, B. Gilomen and J. S. Siegel, Org. Process
Res. Dev., 2012, 16, 664-676.
11 M. A. Petrukhina and L. T. Scott, Dalton Trans., 2005, 2969-
2975.
12 A. S. Filatov and M. A. Petrukhina, Coord. Chem. Rev., 2010,
254, 2234-2246.
13 C. Bruno, R. Benassi, A. Passalacqua, F. Paolucci, C.
Fontanesi, M. Marcaccio, E. A. Jackson and L. T. Scott, J. Phys.
Chem. B, 2009, 113, 1954-1962.
14 M. C. Stuparu, Angew. Chem. Int. Ed., 2013, 52, 7786-7790.
15 D. Pappo, T. Mejuch, O. Reany, E. Solel, M. Gurram and E.
Keinan, Org. Lett., 2009, 11, 1063-1066.
16 A. Sygula, F. R. Fronczek, R. Sygula, P. W. Rabideau and M.
M. Olmstead, J. Am. Chem. Soc., 2007, 129, 3842-3843.
17 D. Miyajima, K. Tashiro, F. Araoka, H. Takezoe, J. Kim, K.
Kato, M. Takata and T. Aida, J. Am. Chem. Soc., 2009, 131,
44-45.
44 W. Shu, C. Guan, W. Guo, C. Wang and Y. Shen, J. Mater.
Chem., 2012, 22, 3075-3081.
45 P. Pandey, O. K. Farha, A. M. Spokoyny, C. A. Mirkin, M. G.
Kanatzidis, J. T. Hupp and S. T. Nguyen, J. Mater. Chem.,
2011, 21, 1700-1703.
46 T. Ben, H. Ren, S. Ma, D. Cao, J. Lan, X. Jing, W. Wang, J. Xu,
F. Deng, J. Simmons, S. Qiu and G. Zhu, Angew. Chem., 2009,
121, 9621-9624.
47 H. Furukawa and O. M. Yaghi, J. Am. Chem. Soc., 2009, 131,
8875-8883.
48 K. T. Jackson, M. G. Rabbani, T. E. Reich and H. El-Kaderi,
Polym. Chem., 2011, 2, 2775-2777.
18 L. T. Scott, E. A. Jackson, Q. Zhang, B. D. Steinberg, M. Bancu
and B. Li, J. Am. Chem. Soc., 2012, 134, 107-110.
4 | J. Name., 2012, 00, 1-3
This journal is © The Royal Society of Chemistry 20xx
Please do not adjust margins