Covalently cross-linked gelatin allows chiral distinction at elevated temperatures and in DMSO

Chemistry - A European Journal

Volumn 15, Issue 45, 2009, Pages 12192-12195

  Kummerlöwe, Grit ^a   Kiran, Marelli Udaya ^a,b   Luy, Burkhard ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

^b INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Alignment media; Chirality; Enantiomeric distinction; Gels; NMR spectroscopy

Indexed keywords

ACCELERATED ELECTRONS; AQUEOUS SOLUTIONS; CHIRAL MOLECULE; ELEVATED TEMPERATURE; HIGHER TEMPERATURES; NMR SPECTROSCOPY; RESIDUAL DIPOLAR COUPLINGS;

ALIGNMENT; CHIRALITY; DIMETHYL SULFOXIDE; ENANTIOMERS; GELS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC SOLVENTS; STEREOCHEMISTRY;

NUCLEAR MAGNETIC RESONANCE;

CROSS LINKING REAGENT; DIMETHYL SULFOXIDE; GELATIN; SOLVENT;

ARTICLE; CHEMISTRY; TEMPERATURE;

CROSS-LINKING REAGENTS; DIMETHYL SULFOXIDE; GELATIN; SOLVENTS; TEMPERATURE;

EID: 70849110508     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200902193     Document Type: Article

References (33)

1. a) E. Sackmann, S. Meiboom, L. C. Snyder, J. Am. Chem. Soc. 1968, 90, 2183-2184.
2. b) A. Meddour, I. Canet, A. Loewenstein, J. M. Péchiné, J. Courtieu, J. Am. Chem. Soc. 1994, 116, 9652-9656.
3. c) P. Lesot, D. Merlet, A. Loewenstein, J. Courtieu, Tetrahedron: Asymmetry 1998, 9, 1871-1881.
4. d) N. Giraud, M. Joos, J. Courtieu, D. Merlet, Magn. Reson. Chem. 2009, 47, 300-306.
5. P. Lesot, M. Sarfati, J. Courtieu, Chem. Eur. J. 2003, 9, 1724-1745.
6. a) M. Tavasli, J. Courtieu, R. J. M. Goss, A. Meddour, D. O'Hagan, Chem. Commun. 2002, 844-845.
7. b) V. Madiot, P. Lesot, D. Greé, J. Courtieu, R. Gree, Chem. Commun. 2000, 169-170.
8. D. Merlet, J. W. Emsley, P. Lesot, J. Courtieu, J. Chem. Phys. 1999, 111, 6890-6896.
9. a) E. Lafontaine, J. P. Bayle, J. Courtieu, J. Am. Chem. Soc. 1989, 111, 8294-8296.
10. b) J. P. Bayle, J. Courtieu, E. Gabetty, A. Loewenstein, J. M. Péchiné, New J. Chem. 1992,16, 837-838.
11. c) C. Aroulanda, M. Sarfati, J. Courtieu, P. Lesot, Enantiomer 2001, 6, 281-287
12. d) B. E. Weiss-López, M. Azocar, R. Montecinos, B. K. Cassels, R. Araya-Maturana, Langmuir 2001,17, 6910-6914.
13. e) C. M. Thiele, J. Org. Chem. 2004, 69, 7403-7413.
14. K. Kobzar, H. Kessler, B. Luy, Angew. Chem. 2005, 117, 3205-3207;
15. Angew. Chem. Int. Ed. 2005, 44, 3145-3147;
16. corrigendum: K. Kobzar, H. Kessler, B. Luy, Angew. Chem. 2005, 117, 3575;
17. Angew. Chem. Int. Ed. 2005, 44, 3509.
18. C. Naumann, W. A. Bubb, B. E. Chapman, P.W. Kuchel, J. Am. Chem. Soc. 2007, 129, 5340-5341.
19. C. Naumann, P.W. Kuchel, J. Phys. Chem. A 2008, 112, 8659-8664.
20. U. Eliav, G. Navon, J. Am. Chem. Soc. 2006, 128, 15956-15957.
21. P. W. Kuchel, B. E. Chapman, N. Müller, W. A. Bubb, D. J. Philp, A. M. Torres, J. Magn. Reson. 2006,180, 256-265.
22. G. Kummerlöwe, F. Halbach, B. Laufer, B. Luy, Open Spectrosc. J. 2008, 2, 29-33.
23. J. C. Freudenberger, P. Spiteller, R. Bauer, H. Kessler, B. Luy, J. Am. Chem. Soc. 2004, 126, 14690-14691.
24. a) J. Klages, C. Neubauer, M. Coles, H. Kessler, B. Luy, ChemBioChem 2005, 6, 1672-1678.
25. b) G. Kummerlöwe, J. Auernheimer, A. Lendlein, B. Luy, J. Am. Chem. Soc. 2007, 129, 6080-6081.
26. c) A. Schuetz, J. Junker, A. Leonov, O. F. Lange, T. F. Molinski, C. Griesinger, J. Am Chem. Soc. 2007,129, 15114-15115.
27. d) A. Schuetz, T. Murakami, N. Takada, J. Junker, M. Hashimoto, C. Griesinger, Angew. Chem. 2008, 120, 2062-2064;
28. Angew. Chem. Int. Ed. 2008, 47, 2032-2034.
29. B. Luy, K. Kobzar, H. Kessler, Angew. Chem. 2004, 116, 1112-1115;
30. Angew. Chem. Int. Ed. 2004, 43, 1092-1094.
31. B. Luy, K. Kobzar, S. Knör, J. Furrer, D. Heckmann, H. Kessler, J. Am. Chem. Soc. 2005,127, 6459-6465.
32. L. Ziani, J. Courtieu, D. Merlet, J. Magn. Reson. 2006, 183, 60-67.
33. C. Aroulanda, D. Merlet, J. Courtieu, P. Lesot, J. Am. Chem. Soc. 2001, 223, 12059-12066.