A powerful aluminum catalyst for the synthesis of highly functional organic carbonates

Journal of the American Chemical Society

Volumn 135, Issue 4, 2013, Pages 1228-1231

  Whiteoak, Christopher J ^a   Kielland, Nicola ^a   Laserna, Victor ^a   Escudero Adán, Eduardo C ^a   Martin, Eddy ^a   Kleij, Arjan W ^a,b  

^a INSTITUTE OF CHEMICAL RESEARCH OF CATALONIA ICIQ   (Spain)

^b INSTITUCIÓ CATALANA DE RECERCA I ESTUDIS AVANÇATS ICREA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ALUMINUM COMPLEXES; CATALYST LOADINGS; CATALYTIC PROTOCOL; HIGH ACTIVITY; MILD REACTION CONDITIONS; ORGANIC CARBONATES;

ALUMINUM; CARBON DIOXIDE; CARBONATES; CATALYSTS; FUNCTIONAL GROUPS;

SCAFFOLDS;

ALUMINUM; CARBON DIOXIDE; CARBONIC ACID DERIVATIVE; EPOXIDE; LEWIS ACID; TETRABUTYLAMMONIUM;

ARTICLE; CATALYST; CHEMICAL STRUCTURE; CYCLOADDITION; SYNTHESIS;

ALUMINUM; CARBONATES; CATALYSIS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS;

EID: 84873873703     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja311053h     Document Type: Article

References (43)

1. Aresta, M.; Dibenedetto, A. Dalton Trans. 2007, 2975
2. Carbon Dioxide as Chemical Feedstock; Aresta, M., Ed.; Wiley-VCH: Weinheim, 2010.
3. Sakakura, T.; Choi, J.-C.; Yasuda, H. Chem. Rev. 2007, 107, 2365
4. Sakakura, T.; Kohno, K. Chem. Commun. 2009, 1312
5. Mikkelsen, M.; Jørgensen, M.; Krebs, F. C. Energy Environ. Sci. 2010, 3, 43
6. Martin, R.; Kleij, A. W. ChemSusChem 2011, 4, 1259
7. Das Neves Gomes, C.; Jacquet, O.; Villiers, C.; Thuéry, P.; Ephritikhine, M.; Cantat, T. Angew. Chem., Int. Ed. 2012, 51, 187
8. Jacquet, O.; Das Neves Gomes, C.; Ephritikhine, M.; Cantat, T. J. Am. Chem. Soc. 2012, 134, 2934
9. Yu, D.; Zhang, Y. Proc. Natl. Acad. Sci. U.S.A. 2010, 107, 20184
10. Decortes, A.; Castilla, A. M.; Kleij, A. W. Angew. Chem., Int. Ed. 2010, 49, 9822
11. North, M.; Pasquale, R.; Young, C. Green Chem. 2010, 12, 1514
12. Kember, M. R.; Knight, P. D.; Reung, P. T. R.; Williams, C. K. Angew. Chem., Int. Ed. 2009, 48, 931
13. Darensbourg, D. J. Chem. Rev. 2007, 107, 2388
14. Bruckmeier, C.; Rieger, B.; Herrmann, W. A.; Kühn, F. E. Angew. Chem., Int. Ed. 2011, 50, 8510
15. Paddock, R. L.; Nguyen, S. T. J. Am. Chem. Soc. 2001, 123, 11498
16. Decortes, A.; Kleij, A. W. ChemCatChem 2011, 3, 831
17. North, M.; Pasquale, R. Angew. Chem., Int. Ed. 2009, 48, 2946
18. Buchard, A.; Kember, M. R.; Sandeman, K. G.; Williams, C. K. Chem. Commun. 2011, 47, 212
19. Lu, X.-B.; Darensbourg, D. J. Chem. Soc. Rev. 2012, 41, 1462
20. Sujith, S.; Min, J. K.; Seong, J. E.; Na, S. J.; Lee, B. Y. Angew. Chem., Int. Ed. 2008, 47, 7306
21. Cohen, C. T.; Chu, T.; Coates, G. W. J. Am. Chem. Soc. 2005, 127, 10869
22. Ema, T.; Miyazaki, Y.; Koyama, S.; Yano, Y.; Sakai, T. Chem. Commun. 2012, 48, 4489
23. Minakata, S.; Sasaki, I.; Ide, T. Angew. Chem., Int. Ed. 2010, 49, 1309
24. Jung, J. H.; Ree, M.; Chang, T. J. Polym. Sci., Part A: Poly. Chem. 1999, 37, 3329
25. Ji, D.; Lu, X.; He, R. Appl. Catal. A: General 2000, 203, 329
26. Lu, X.-B.; Zhang, Y.-J.; Liang, B.; Li, X.; Wang, H. J. Mol. Catal. A: Chem. 2004, 210, 31
27. Meléndez, J.; North, M.; Pasquale, R. Eur. J. Inorg. Chem. 2007, 3323
28. Bok, T.; Noh, E. K.; Lee, B. Y. Bull. Korean Chem. Soc. 2006, 27, 1171
29. Castro-Osma, J. A.; Lara-Sánchez, A.; North, M.; Otero, A.; Villuendasa, P. Catal. Sci. Technol. 2012, 2, 1021
30. North, M.; Young, C. Catal. Sci. Technol. 2011, 1, 93
31. Clegg, W.; Harrington, R. W.; North, M.; Pasquale, R. Chem.-Eur. J. 2010, 16, 6828
32. Tian, D.; Liu, B.; Gan, Q.; Li, H.; Darensbourg, D. J. ACS Catal. 2012, 2, 2029
33. Groysman, S.; Goldberg, I.; Kol, M.; Genezi, E.; Goldschmidt, Z. Adv. Synth. Catal. 2005, 347, 409
34. Sanders, D. P.; Fukushima, K.; Coady, D. J.; Nelson, A.; Fujiwara, M.; Yasumoto, M.; Hedrick, J. L. J. Am. Chem. Soc. 2010, 132, 14724
35. Li, C.-Y.; Wu, C.-R.; Liu, Y.-C.; Ko, B.-T. Chem. Commun. 2012, 48, 9628
36. Recently Gabriele and co-workers reported a Pd-catalyzed route towards multiply substituted cyclic carbonates by an oxidative carbonylation of 1,2- and 1,3-diols. The yield for carbonate 2q in this case was only 39%. See: Gabriele, B.; Mancuso, R.; Salerno, G.; Veltri, L.; Costa, M.; Dibenedetto, A. ChemSusChem 2011, 4, 1778
37. Darensbourg, D. J.; Horn, A., Jr; Moncada, A. I. Green Chem. 2010, 12, 1376
38. Darensbourg, D. J.; Ganguly, P.; Choi, W. Inorg. Chem. 2006, 45, 3831
39. Whiteoak, C. J.; Martin, E.; Martínez Belmonte, M.; Benet-Buchholz, J.; Kleij, A. W. Adv. Synth. Catal. 2012, 354, 469
40. Darensbourg, D. J.; Moncada, A. I.; Choi, W.; Reibenspies, J. H. J. Am. Chem. Soc. 2008, 130, 6523
41. Darensbourg, D. J.; Moncada, A. I. Macromolecules 2010, 43, 5996
42. Matsuo, J.; Aoki, K.; Sanda, F.; Endo, T. Macromolecules 1998, 31, 4432
43. Kricheldorf, H. R.; Jenssen, J. J. Macromol. Sci., Chem. 1989, A26, 631