Synthesis of an Aza Chiral Crown Ether Grafted to Nanofibrous Silica Support and Application in Asymmetric Michael Addition

Journal of Inorganic and Organometallic Polymers and Materials

Volumn 24, Issue 4, 2014, Pages 713-721

  Sóti, Péter L ^a   Telkes, Lorinc ^a   Rapi, Zsolt ^a   Tóth, András ^b   Vigh, Tamás ^a   Nagy, Zsombor K ^a   Bakó, Péter ^a   Marosi, György ^a  

^a BUDAPEST UNIVERSITY OF TECHNOLOGY AND ECONOMICS   (Hungary)

^b Biological Nanochemistry Research Group   (Hungary)

Author keywords

Asymmetric induction; Inorganic polymer nanofibres; Phase transfer catalysis; Supported chiral crown ether

Indexed keywords

ADDITION REACTIONS; CATALYSTS; ENANTIOMERS; INORGANIC POLYMERS; LIGANDS; NANOFIBERS; SILICA; SOL-GELS; X RAY PHOTOELECTRON SPECTROSCOPY;

ASYMMETRIC INDUCTION; CHIRAL CROWN ETHERS; HETEROGENEOUS CATALYTIC REACTIONS; HIGH SPECIFIC SURFACE AREA; PHASE TRANSFER CATALYSIS; PHASE-TRANSFER CATALYSTS; POLYMER NANOFIBRES; TETRA-ETHYL-ORTHO-SILICATE;

CROWN ETHERS;

EID: 84902547036     PISSN: 15741443     EISSN: 15741451     Source Type: Journal    
DOI: 10.1007/s10904-014-0037-9     Document Type: Article

References (28)

1. M. Breuer, K. Ditrich, T. Habicher, B. Hauer, M. Kesseler, R. Stürmer, T. Zelinski, Angew. Chem. Int. Ed. 43, 788 (2004).
2. T. Ooi, K. Maruoka, Angew. Chem. Int. Ed. 46, 4222 (2007).
3. K. Maruoka (ed.), Asymmetric Phase Transfer Catalysis (WILEY-VCH, Weinheim, 2008).
4. R. Chinchilla, P. Mazo, C. Nájera, Tetrahedron-Asymmetry 11, 3277 (2000).
5. O. Sadeghi, M. M. Amini, M. F. B. Bazargani, A. Mehrani, A. Aghabali, M. Adineh, V. Amani, K. Mehrani, J Inorg Organomet Polym Mater 22, 530 (2011).
6. P. L. Anelli, B. Czech, F. Montanari, S. Quici, J. Am. Chem. Soc. 106, 861 (1984).
7. S. Colonna, R. Fornasier, U. Pfeiffer, J. Chem. Soc. Perkin. Trans. 1(2), 8 (1978).
8. Z. Zhengpu, W. Yongmer, W. Zhen, P. Hodge, React. Funct. Polym. 41, 37 (1999).
9. A. Corma, S. Iborra, M. Iglesias, F. Sánchez, Catal. Lett. 82, 237 (2002).
10. H. Watanabe, T. Iijima, W. Fukuda, M. Tomoi, React. Funct. Polym. 37, 101 (1998).
11. T. Bakó, P. Bakó, G. Keglevich, P. Bombicz, M. Kubinyi, K. Pál, S. Bodor, A. Makó, L. To{double acute}ke, Tetrahedron-Asymmetry 15, 1589 (2004).
12. S. Aoki, S. Sasaki, K. Koga, Tetrahedron Lett. 30, 7229 (1989).
13. P. Bakó, E. Czinege, T. Bakó, L. To{double acute}ke, Tetrahedron-Asymmetry 10, 4539 (1999).
14. T. Akiyama, M. Hara, K. Fuchibe, S. Sakamoto, K. Yamaguchi, Chem. Commun. 1734 (2003).
15. P. Bakó, Z. Rapi, G. Keglevich, T. Szabó, P. L. Sóti, T. Vígh, A. Gru{double acute}n, T. Holczbauer, Tetrahedron Lett. 52, 1473 (2011).
16. D. J. Cram, G. D. Y. Sogah, Chem. Commun. 18 (1981).
17. S. D. Alexandratos, C. L. Stine, React. Funct. Polym. 60, 3 (2004).
18. P. Bakó, K. Vízvárdi, S. Toppet, E. van der Eycken, G. J. Hoornaert, L. To{double acute}ke, Tetrahedron 54, 14975 (1998).
19. P. Bakó, L. To{double acute}ke, J. Inclus, Phenom. Mol. 23, 195 (1995).
20. S. Murugesan, G. S. Sur, J. E. Mark, G. Beaucage, J Inorg Organomet Polym Mater 14, 239 (2004).
21. Z. Ma, H. Ji, Y. Teng, G. Dong, J. Zhou, D. Tan, J. Qiu, J. Colloid, Interface Sci. 358, 547 (2011).
22. S. Choi, S. Lee, S. Im, S. Kim, Y. Joo, J. Mater. Sci. Lett. 22, 891 (2003).
23. S. Ek, A. Root, M. Peussa, L. Niinistö, Thermochim. Acta 379, 201 (2001).
24. J. Kupai, S. Lévai, K. Antal, G. T. Balogh, T. Tóth, P. Huszthy, Tetrahedron-Asymmetry 23, 415 (2012).
25. T. Tunç, İ. Uslu, Ş. Durmuşoǧlu, S. Keskin, A. Aytimur, A. Akdemir, J Inorg Organomet Polym Mater 22, 105 (2011).
26. J. Kelly, D. C. Sherrington, Polymer 25, 1499 (1984).
27. H. S. Kim, Y.-M. Song, J. S. Choi, J. W. Yang, H. Han, Tetrahedron 60, 12051 (2004).
28. W. H. Lee, S. J. Kim, W. J. Lee, J. G. Lee, R. C. Haddon, P. J. Reucroft, Appl. Surf. Sci. 181, 121 (2001).