Conformational landscape of a chiral crown ether: A vibrational circular dichroism spectroscopy and computational study

Tetrahedron Asymmetry

Volumn 23, Issue 3-4, 2012, Pages 294-299

  Moreno, Juan Ramón Avilés ^a   Ureña, Francisco Partal ^a   González, Juan Jesús López ^a   Gámez, Francisco ^b   Martínez Haya, Bruno ^b  

^a UNIVERSITY OF JAÉN   (Spain)

^b UNIVERSIDAD PABLO DE OLAVIDE   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYL GROUP; CROWN ETHER;

ARTICLE; CATALYSIS; CHIRALITY; CIRCULAR DICHROISM; CONFORMATION; CONTROLLED STUDY; HYDROGEN BOND; INFRARED SPECTROSCOPY; PRIORITY JOURNAL; REACTION OPTIMIZATION;

EID: 84859401072     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2012.02.013     Document Type: Article

References (30)

1. C.J. Pedersen Science 241 1988 536 540
2. G.W. Gokel Crown Ethers and Cryptands 1994 Royal Society of Chemistry ISBN-13: 978-0851867045
3. J. Gawronski, and K. Gawronska Acids in Synthesis - A Source Book of Building Blocks, Ligands, Auxiliaries, and Resolving Agents 1999 J. Wiley & Sons Chapter 5, ISBN: 978-0471244516
4. B. Martínez-Haya, P. Hurtado, A.R. Hortal, S. Hamad, J.D. Steill, and J. Oomens J. Phys. Chem. A 114 2010 7048 7054
5. F. Gámez, P. Hurtado, B. Martínez-Haya, G. Berden, and J. Oomens Int. J. Mass Spectrom. 308 2011 217 224
6. H. Nagata, H. Nishi, M. Kamigauchi, and T. Ishida Chirality 20 2008 820 827
7. M. Schäfer Angew. Chem., Int. Ed. 42 2003 1896 1899
8. P. Hurtado, F. Gámez, S. Hamad, B. Martínez-Haya, J.D. Steill, and J. Oomens J. Phys. Chem. A 115 2011 7275 7282
9. Hurtado, P.; Gámez, F.; Hamad, S.; Martínez-Haya, B.; Steill, J.D.; Oomens, J. Phys. Chem. Chem. Phys., in press.
10. S. Higson, and F. Davis In Modern applications of crown ethers related to amines Macrocycles: Construction, Chemistry and Nanotechnology Applications 2010 WileyBlackwell ISBN-13: 978-0470714638
11. R. Kuhn Electrophoresis 20 1999 2605 2613
12. M.H. Hyun J. Sep. Sci. 29 2006 750 761
13. C. Manolescu, M. Grinberg, C. Field, S. Ma, S. Shen, H. Lee, Y. Wang, A. Granger, Q. Chen, J. McCaffrey, D. Norwood, and N. Grinberg J. Liq. Chromatogr. Relat. Technol. 31 2008 2219 2234
14. S. Shen, S. Ma, H. Lee, C. Manolescu, M. Grinberg, N. Yee, C. Senanayake, and N. Grinberg J. Liq. Chromatogr. Relat. Technol. 33 2010 153 166
15. Y. Machida, H. Nishi, and K. Nakamura Chirality 11 1999 173 178
16. E. Bang, J.-W. Jung, W. Lee, D.-W. Lee, and W. Lee J. Chem. Soc., Perkin Trans. 2 2001 1685 1692
17. A.E. Lovely, and T.J. Wenzel Chirality 20 2008 370 378
18. H. Duddeck, and E. Díaz Gómez Chirality 21 2009 51 68
19. L. Somogyi, P. Huszthy, Z. Köntös, and M. Hollósi Chirality 9 1997 545 549
20. V. Farkas, L. Szalay, E. Vass, M. Hollósi, G. Horváth, and P. Huszthy Chirality 15 2003 S65 S73
21. S. Szarvas, L. Szalay, E. Vass, M. Hollósi, E. Samu, and P. Huszthy Chirality 17 2005 345 351
22. T.A. Halgren J. Computational Chem. 17 1996 490 519
23. M. Clark, R.D. Cramer III, and N.V.J. Opdensch Computational Chem. 10 1989 982 1012
24. J.R. Cheeseman, M.J. Frisch, F.J. Devlin, and P.J. Stephens Chem. Phys. Lett. 252 1996 211 220
25. Spartan'08 for Linux. Wavefunction, Inc.
26. Accelrys Materials Studio 4.4. Accelrys, Inc. San Diego CA, USA.
27. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. Montgomery, J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, Ö. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, and D.J. Fox Gaussian 09 2009 Gaussian, Inc Wallingford CT
28. G. Shanmugam, and P.L. Polavarapu Appl. Spectosc. 59 2005 673 681
29. E. Deplazes, W.V. Bronswijk, F. Zhu, L.D. Barron, S. Ma, L.A. Nafie, and K.J. Jalkanen Theor. Chem. Account 119 2008 155 176
30. NIST Standard Reference Database 101; Computational Chemistry Comparison and Benchmark DataBase: < http://cccbdb.nist.gov/vibscalejust.asp >.