Browse > Article
http://dx.doi.org/10.5012/bkcs.2008.29.10.1993

Diels-Alder Cycloaddition of Cyclopentadiene with Ethylacrylate Catalyzed by Mesoporous Al-MCM-48 and Al-MCM-41 Catalysts  

Shon, Jeong-Kuk (Department of Chemistry and BK21 School of Chemical Materials Science, Sungkyunkwan University)
Sim, Jae-Yi (Department of Chemistry and BK21 School of Chemical Materials Science, Sungkyunkwan University)
Thakur, Santosh Singh (Department of Chemistry and BK21 School of Chemical Materials Science, Sungkyunkwan University)
Ko, Eun-Mi (Department of Chemistry and BK21 School of Chemical Materials Science, Sungkyunkwan University)
Kong, Soo-Sung (Department of Chemistry and BK21 School of Chemical Materials Science, Sungkyunkwan University)
Choi, Ji-Yun (Department of Chemistry and BK21 School of Chemical Materials Science, Sungkyunkwan University)
Kang, Min (Department of Chemistry and BK21 School of Chemical Materials Science, Sungkyunkwan University)
Senapati, Bidyut Kumar (Department of Chemistry and BK21 School of Chemical Materials Science, Sungkyunkwan University)
Choi, Doo-Seoung (Department of Chemistry and BK21 School of Chemical Materials Science, Sungkyunkwan University)
Ryu, Do-Hyun (Department of Chemistry and BK21 School of Chemical Materials Science, Sungkyunkwan University)
Kim, Ji-Man (Department of Chemistry and BK21 School of Chemical Materials Science, Sungkyunkwan University)
Publication Information
Bulletin of the Korean Chemical Society / v.29, no.10, 2008 , pp. 1993-1997 More about this Journal
Abstract
In the present work, Diels-Alder reaction of cyclopentadiene with ethylacrylate has been carried out by using two types of mesoporous solid acid catalysts (Al-MCM-41, Al-MCM-48) with different pore structures. The specific topology of Al-MCM-48 (cubic Ia3d structure composed of two independent 3-D channel systems) exhibit higher activity and stereo-control than those of Al-MCM-41 (hexagonal packing of 1-D channels). The physical properties of Al-MCM-48 catalyst, such as high accessibility of reactants to the acid sites, spatial confinement in the nanoscopic reactors, and 3-D channel network structure that are effective adsorption and diffusion of reactants, play a crucial role in the present study.
Keywords
Mesoporous catalyst; Al-MCM-48; Diels-Alder reaction; Cyclopentadiene; Ethylacrylate
Citations & Related Records
Times Cited By KSCI : 2  (Citation Analysis)
Times Cited By Web Of Science : 1  (Related Records In Web of Science)
Times Cited By SCOPUS : 2
연도 인용수 순위
1 Gerstberger, G.; Palm, C.; Anwander, R. Chem. Eur. J. 1999, 5, 997   DOI   ScienceOn
2 Griffiths, G. J.; Previdoli, F. E. J. Org. Chem. 1993, 58, 6129   DOI   ScienceOn
3 Houk, K. N.; Strozier, R. W. J. Am. Chem. Soc. 1973, 95, 4094   DOI
4 Futatsugi, K.; Yamamoto, H. Angew. Chem. Int. Ed. 2005, 44, 1484   DOI   ScienceOn
5 Fringuelli, F.; Girotti, R.; Pizzo, F.; Vaccaro, L. Org. Lett. 2006, 8, 2487   DOI   ScienceOn
6 Laszlo, P. Acc. Chem. Res. 1986, 19, 121   DOI
7 Fraile, J. M.; García, J. I.; Mayoral, J. A.; Tarnai, T.; Alonso, P. J. Chem. Commun. 1996, 1981
8 Onaka, M.; Yamasaki, R. Chem. Lett. 1998, 259
9 Chiba, K.; Hiorano, T.; Kitano, Y.; Taba, M. Chem. Commun. 1999, 691
10 Kresge, C. T.; Leonowicz, M. E.; Roth, W. J.; Vartuli, J. C.; Beck, J. S. Nature 1992, 359, 710   DOI
11 Corey, E. J. Angew. Chem. Int. Ed. 2002, 41, 1650   DOI   ScienceOn
12 Takao, K.; Munakata, R.; Tadano, K. Chem. Rev. 2005, 105, 4779   DOI   ScienceOn
13 Kim, J. M.; Kim, S. K.; Ryoo, R. Chem. Commun. 1998, 259
14 Beck, J. S.; Vartuli, J. C.; Roth, W. J.; Leonowicz, M. E.; Kresge, C. T.; Schmitt, K. D.; Chu, C. T.-W.; Olsen, D. H.; Sheppard, E. W.; McCullen, S. B.; Higgins, J. B.; Schlenker, J. L. J. Am. Chem. Soc. 1992, 114, 10834   DOI   ScienceOn
15 Ryoo, R.; Joo, S. H.; Kim, J. M. J. Phys. Chem. B 1999, 103, 7435
16 Corma, A.; Hermenegildo, G. Adv. Synth. Catal. 2006, 348, 1391   DOI   ScienceOn
17 Monnier, A.; Schuth, F.; Huo, Q.; Kumar, D.; Margolese, D.; Maxwell, R. S.; Stucky, G. D.; Krishnamurty, M.; Petroff, P.; Firouzi, A.; Janicke, M.; Chmelka, B. F. Science 1993, 261, 1299   DOI   ScienceOn
18 Ko, C. H.; Ryoo, R. Chem. Commun. 1996, 2467
19 Kim, J. M.; Ryoo, R. Bull. Korean Chem. Soc. 1996, 17, 66
20 Ryoo, R.; Jun, S.; Kim, J. M.; Kim, M. J. Chem. Commun. 1997, 2225
21 Ryoo, R.; Jun, S. J. Catal. 2000, 195, 237   DOI   ScienceOn
22 Lee, D.; Kim, H.; Kang, M.; Kim, J. M.; Lee, I.-M. Bull. Korean Chem. Soc. 2007, 28, 2034   DOI   ScienceOn
23 Kim, J. M.; Kwak, J. H.; Jun, S.; Ryoo, R. J. Phys. Chem. 1995, 99, 16472
24 Ryoo, R.; Kim, J. M. J. Chem. Soc. Chem. Commun. 1995, 711
25 Burri, D. R.; Jun, K.-W.; Kim, Y.-H.; Kim, J. M.; Park, S.-E.; Yoo, J. S. Chem. Lett. 2002, 212
26 Song, C. E.; Kim, D. H.; Choi, D. S. Eur. J. Inorg. Chem. 2006, 15, 2927
27 Kugita, T.; Jana, S. K.; Owada, T.; Hashimoto, N.; Onaka, M.; Namba, S. Appl. Catal. A 2003, 245, 353   DOI   ScienceOn
28 Sauer, J.; Sustmann, R. Angew. Chem. Int. Ed. 1980, 19, 779   DOI   ScienceOn
29 Wannere, C. S.; Paul, A.; Herges, R.; Houk, K. N.; Schaefer III, H. F.; Schleyer, P. V. R. J. Comput. Chem. 2007, 28, 344   DOI   ScienceOn
30 Kim, J.; Choi, M.; Ryoo, R. Bull. Korean Chem. Soc. 2008, 29, 413   DOI   ScienceOn
31 Satsuma, A.; Segawa, Y.; Yoshida, H.; Hattori, T. Appl. Catal. A 2004, 264, 229   DOI   ScienceOn
32 Gomez, M. V.; Cantin, A.; Corma, A.; de la Hoz, A. J. Mol. Catal. A 2005, 240, 16   DOI   ScienceOn
33 Jeon, J.-K.; Lee, H.; Yim, J.-H.; Kim, Y. S.; Lee, S. J.; Park, Y.-K.; Shon, J. K.; Kim, J. M. Catal. Lett. 2007, 119, 179   DOI   ScienceOn
34 Joo, S. H.; Pak, C.; You, D. J.; Lee, S.-A; Lee, H. I.; Kim, J. M.; Chang, H.; Seung, D. Electrochimica Acta 2006, 52, 1618   DOI   ScienceOn
35 Park, S. Y.; Choi, B. H.; Kang, M.; Kim, J. M.; Lee, I.-M. J. Mol. Catal. A 2007, 265, 323   DOI   ScienceOn