Spin-selective correlation experiment for measurement of long-range J couplings and for assignment of (R/S) enantiomers from the residual dipolar couplings and DFT

Journal of Physical Chemistry B

Volumn 115, Issue 21, 2011, Pages 6868-6875

  Nath, Nilamoni ^a,b   Suryaprakash, N ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

^b SANJAY GANDHI POSTGRADUATE INSTITUTE OF MEDICAL SCIENCES   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CHIRALITY; ENANTIOMERS; EXPERIMENTS; LIQUID CRYSTALS; TENSORS;

2-D SPECTRUM; ALIGNMENT TENSORS; CHIRAL LIQUID CRYSTALS; DFT CALCULATION; HETERONUCLEAR; J COUPLING; LOW SENSITIVITY; NATURAL ABUNDANCE; ORGANIC LIQUID; ORGANIC MOLECULES; RESIDUAL DIPOLAR COUPLINGS; ROOT-MEAN SQUARE DEVIATION; SCALAR COUPLING; STEREOGENIC CENTERS;

COUPLINGS;

EID: 79957598208     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp112416q     Document Type: Article

References (32)

1. Eberstadt, M.; Gemmecker, G.; Mierke, D. F.; Kessler, H. Angew. Chem., Int. Ed. Engl. 1995, 34, 1671-1695
2. Matsumori, N.; Kaneno, D.; Murata, M.; Nakamura, H.; Tachibana, K. J. Org. Chem. 1999, 64, 866-876
3. Bifulco, G.; Dambruoso, P.; Paloma, L. G.; Riccio, R. Chem. Rev. 2007, 107, 3744-3779
4. Eberstadt, M.; Mierke, D. F.; Kock, M.; Kessler, H. Helv. Chim. Acta 1992, 75, 2583-2592
5. Marquez, B. L.; Gerwick, W. H.; Williamson, R. T. Magn. Reson. Chem. 2001, 39, 499-530
6. Kover, K. E.; Hruby, V. J.; Uhrin, D. J. Magn. Reson. 1997, 129, 125-129
7. Uhrin, D.; Batta, G.; Hruby, V. J.; Barlow, P. N.; Kover, K. E. J. Magn. Reson. 1998, 130, 155-161
8. Kurz, M.; Schmieder, P.; Kessler, H. Angew. Chem., Int. Ed. Engl. 1991, 30, 1329-1331
9. Kozminski, W.; Nanz, D. J. Magn. Reson. 1997, 124, 383-392
10. Gil, S.; Espinosa, J. F.; Parella, T. J. Magn. Reson. 2010, 207, 312-321
11. Baishya, B.; Uday, R. P.; Suryaprakash, N. J. Magn. Reson. 2008, 192, 92-100
12. Kobzar, K.; Kessler, H.; Luy, B. Angew. Chem., Int. Ed. 2005, 44, 3145-3147
13. Tjandra, N.; Bax, A. Science 1997, 278, 1111-1113
14. Thiele, C. M. Eur. J. Org. Chem. 2008, 5673-5685
15. Aroulanda, C.; Sarfati, M.; Courtieu, J.; Lesot, P. Enantiomer 2001, 6, 281-287
16. Vivekanandan, S.; Joy, A.; Suryaprakash, N. J. Mol. Struct. 2004, 694, 241-247
17. Eliav, U.; Navon, G. J. Am. Chem. Soc. 2006, 128, 15956-15957
18. Péchiné, J. M.; Meddour, A.; Courtieu, J. Chem. Commun. 2002, 1734-1735
19. Sau, S.; Ramanathan, K. V. J. Phys. Chem. B. 2009, 113, 1530-1532
20. Thiele, C. M. J. Org. Chem. 2004, 69, 7403-7413
21. Marathias, V. M.; Tawa, G. J.; Golger, I.; Bach, A. C., II Chirality 2007, 19, 741-750
22. Nath, N.; Suryaprakash, N. Chem. Phys. Lett. 2010, 496, 175-182
23. Sarfati, M.; Lesot, P.; Merlet, D.; Courtieu, J. Chem. Commun. 2000, 2069-2081
24. Prabhu, U. R.; Suryaprakash, N. J. Magn. Reson. 2008, 195, 145-152
25. Kessler, H.; Loosli, H. R.; Oschkinat, H. Helv. Chim. Acta 1985, 68, 661-681
26. Bax, A.; Freeman, R.; Kempsell, S. P. J. Am. Chem. Soc. 1980, 102, 4849
27. Becke, A. D. J. Chem. Phys. 1993, 98, 5648-5652
28. Lee, C. T.; Yang, W. T.; Parr, R. G. Phys. Rev. B 1988, 37, 785-789
29. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, Revisions B.02 and C.02; Gaussian Inc.: Wallingford, CT, 2004.
30. Zweckstetter, M.; Bax, A. J. Am. Chem. Soc. 2000, 122, 3791-3792
31. Zweckstetter, M. Nat. Protoc. 2008, 3, 679-690
32. Thiele, C M.; Marx, A.; Berger, R.; Fischer, J.; Biel, M.; Giannis, A. Angew. Chem., Int. Ed. 2006, 45, 4455-4460