Hydroxy-functionalized imidazolium bromides as catalysts for the cycloaddition of CO2 and epoxides to cyclic carbonates

ChemCatChem

Volumn 7, Issue 1, 2015, Pages 94-98

  Anthofer, Michael H ^a   Wilhelm, Michael E ^a   Cokoja, Mirza ^a   Drees, Markus ^a   Herrmann, Wolfgang A ^a   Kühn, Fritz E ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

Author keywords

CO2 fixation; Cyclization; Hydrogen bonds; Organocatalysis; Sustainable chemistry

Indexed keywords

ATOMS; CARBONATES; CATALYSIS; CATALYSTS; CYCLIZATION; HYDROGEN BONDS; REACTION KINETICS;

ACTIVE CATALYST; CATALYST SCREENING; CYCLIC CARBONATES; FUNCTIONALIZED; MILD REACTION CONDITIONS; ORGANOCATALYSIS; PROTIC HYDROGENS; SUSTAINABLE CHEMISTRY;

CARBON DIOXIDE;

EID: 84920671885     PISSN: 18673880     EISSN: 18673899     Source Type: Journal    
DOI: 10.1002/cctc.201402754     Document Type: Article

References (54)

1. a) M. Höök, X. Tang, Energy Policy 2013, 52, 797-809;
2. b) S. Shafiee, E. Topal, Energy Policy 2009, 37, 181-189;
3. c) W. P. Nel, C. J. Cooper, Energy Policy 2009, 37, 166-180;
4. d) A. R. Brandt, R. J. Plevin, A. E. Farrell, Energy 2010, 35, 2852-2860.
5. a) P. Gallezot, Chem. Soc. Rev. 2012, 41, 1538-1558;
6. b) G. Centi, R. A. van Santen, Catalysis for Renewables: From Feedstock to Energy Production, Wiley-VCH, Weinheim, 2007.
7. a) C. Maeda, Y. Miyazaki, T. Ema, Catal. Sci. Technol. 2014, 4, 1482-1497;
8. b) X.-B. Lu, D. J. Darensbourg, Chem. Soc. Rev. 2012, 41, 1462-1484;
9. c) M. Cokoja, C. Bruckmeier, B. Rieger, W. A. Herrmann, F. E. Kühn, Angew. Chem. Int. Ed. 2011, 50, 8510-8537;
10. Angew. Chem. 2011, 123, 8662-8690;
11. d) M. Peters, B. Köhler, W. Kuckshinrichs, W. Leitner, P. Markewitz, T. E. Müller, ChemSusChem 2011, 4, 1216-1240;
12. e) M. Aresta, A. Dibenedetto, A. Angelini, Chem. Rev. 2014, 114, 1709-1742;
13. f) T. Sakakura, J.-C. Choi, H. Yasuda, Chem. Rev. 2007, 107, 2365-2387;
14. g) S. Perathoner, G. Centi, ChemSusChem 2014, 7, 1274-1282;
15. h) G. A. Olah, G. K. S. Prakash, A. Goeppert, J. Am. Chem. Soc. 2011, 133, 12881-12898.
16. 2 Emission from Fuel Combustion Highlights, 2013.
17. M. Mikkelsen, M. Jorgensen, F. C. Krebs, Energy Environ. Sci. 2010, 3, 43-81.
18. E. V. Kondratenko, G. Mul, J. Baltrusaitis, G. O. Larrazabal, J. Perez-Ramirez, Energy Environ. Sci. 2013, 6, 3112-3135.
19. a) B. Schäffner, F. Schäffner, S. P. Verevkin, A. Börner, Chem. Rev. 2010, 110, 4554-4581;
20. b) M. Petrowsky, M. Ismail, D. T. Glatzhofer, R. Frech, J. Phys. Chem. B 2013, 117, 5963-5970;
21. c) G. Rokicki, Prog. Polym. Sci. 2000, 25, 259-342;
22. d) J. H. Clements, Ind. Eng. Chem. Res. 2003, 42, 663-674.
23. a) T. Sakakura, K. Kohno, Chem. Commun. 2009, 1312-1330;
24. b) A. Decortes, A. M. Castilla, A. W. Kleij, Angew. Chem. Int. Ed. 2010, 49, 9822-9837;
25. Angew. Chem. 2010, 122, 10016-10032.
26. a) J.-W. Huang, M. Shi, J. Org. Chem. 2003, 68, 6705-6709;
27. b) Y.-M. Shen, W.-L. Duan, M. Shi, Adv. Synth. Catal. 2003, 345, 337-340;
28. c) C. J. Whiteoak, A. H. Henseler, C. Ayats, A. W. Kleij, M. A. Pericas, Green Chem. 2014, 16, 1552-1559;
29. d) C. J. Whiteoak, A. Nova, F. Maseras, A. W. Kleij, ChemSusChem 2012, 5, 2032-2038;
30. e) J. Song, Z. Zhang, B. Han, S. Hu, W. Li, Y. Xie, Green Chem. 2008, 10, 1337-1341;
31. f) S. Liang, H. Liu, T. Jiang, J. Song, G. Yang, B. Han, Chem. Commun. 2011, 47, 2131-2133;
32. g) J. Ma, J. Liu, Z. Zhang, B. Han, Green Chem. 2012, 14, 2410-2420;
33. h) J. Ma, J. Song, H. Liu, J. Liu, Z. Zhang, T. Jiang, H. Fan, B. Han, Green Chem. 2012, 14, 1743-1748;
34. i) J. Song, B. Zhang, P. Zhang, J. Ma, J. Liu, H. Fan, T. Jiang, B. Han, Catal. Today 2012, 183, 130-135;
35. j) M. E. Wilhelm, M. H. Anthofer, M. Cokoja, I. I. E. Markovits, W. A. Herrmann, F. E. Kühn, ChemSusChem 2014, 7, 1357-1360;
36. k) Z. Yang, J. Sun, W. Cheng, J. Wang, Q. Li, S. Zhang, Catal. Commun. 2014, 44, 6-9;
37. l) J.-Q. Wang, J. Sun, W.-G. Cheng, K. Dong, X.-P. Zhang, S.-J. Zhang, Phys. Chem. Chem. Phys. 2012, 14, 11021-11026;
38. m) J. A. Kozak, J. Wu, X. Su, F. Simeon, T. A. Hatton, T. F. Jamison, J. Am. Chem. Soc. 2013, 135, 18497-18501;
39. n) S. Kumar, S. L. Jain, Ind. Eng. Chem. Res. 2014, 53, 541-546;
40. o) Z. Wu, H. Xie, X. Yu, E. Liu, ChemCatChem 2013, 5, 1328-1333;
41. p) L. Zhou, Y. Liu, Z. He, Y. Luo, F. Zhou, E. Yu, Z. Hou, W. Eli, J. Chem. Res. 2013, 37, 102-104;
42. q) K. R. Roshan, A. C. Kathalikkattil, J. Tharun, D. W. Kim, Y. S. Won, D. W. Park, Dalton Trans. 2014, 43, 2023-2031.
43. a) M. Anthofer, M. Wilhelm, M. Cokoja, F. Kühn in Transformation and Utilization of Carbon Dioxide (Eds.: B. M. Bhanage, M. Arai), Springer, Heidelberg, 2014, pp. 3-37;
44. b) Q. He, J. W. O'Brien, K. A. Kitselman, L. E. Tompkins, G. C. T. Curtis, F. M. Kerton, Catal. Sci. Technol. 2014, 4, 1513-1528.
45. a) J. Sun, S. Zhang, W. Cheng, J. Ren, Tetrahedron Lett. 2008, 49, 3588-3591;
46. b) J.-Q. Wang, W.-G. Cheng, J. Sun, T.-Y. Shi, X.-P. Zhang, S.-J. Zhang, RSC Adv. 2014, 4, 2360-2367.
47. a) J. Sun, L. Han, W. Cheng, J. Wang, X. Zhang, S. Zhang, ChemSusChem 2011, 4, 502-507;
48. b) L.-F. Xiao, D.-W. Lv, D. Su, W. Wu, H.-F. Li, J. Cleaner Prod. 2014, 67, 285-290.
49. K. R. Roshan, G. Mathai, J. Kim, J. Tharun, G.-A. Park, D.-W. Park, Green Chem. 2012, 14, 2933-2940.
50. K. R. Roshan, T. Jose, A. C. Kathalikkattil, D. W. Kim, B. Kim, D. W. Park, Appl. Catal. A 2013, 467, 17-25.
51. J. Tharun, D. W. Kim, R. Roshan, Y. Hwang, D.-W. Park, Catal. Commun. 2013, 31, 62-65.
52. M. H. Anthofer, M. E. Wilhelm, M. Cokoja, I. I. E. Markovits, A. Pöthig, J. Mink, W. A. Herrmann, F. E. Kühn, Catal. Sci. Technol. 2014, 4, 1749-1758.
53. Y. Zhao, C. Yao, G. Chen, Q. Yuan, Green Chem. 2013, 15, 446-452.
54. Z.-Z. Yang, L.-N. He, C.-X. Miao, S. Chanfreau, Adv. Synth. Catal. 2010, 352, 2233-2240.