Orthohalogen substituents dramatically enhance hydrogen bonding of aromatic ureas in solution

Chemical Communications

Volumn 50, Issue 5, 2014, Pages 611-613

  Giannicchi, Ilaria ^a   Jouvelet, Benjamin ^b,c   Isare, Benjamin ^b,c   Linares, Mathieu ^d   Cort, Antonella Dalla ^a   Bouteiller, Laurent ^b,c  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

^b SORBONNE UNIVERSITÉ   (France)

^c CNRS   (France)

^d LINKÖPING UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

BROMINE; CHLORINE; HALOGEN; UREA DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; HYDROGEN BOND;

EID: 84890409161     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c3cc47447j     Document Type: Article

References (23)

1. M. M. Safont-Sempere, G. Fernández, F. Würthner, Chem. Rev. 2011, 111, 5784
2. S. J. Brooks, P. R. Edwards, P. A. Gale, M. E. Light, New J. Chem. 2006, 30, 65
3. N. Volz, J. Clayden, Angew. Chem. Int. Ed. 2011, 50, 12148
4. J. J. Mousseau, L. Xing, N. Tang, L. A. Cuccia, Chem.–Eur. J. 2009, 15, 10030
5. J. Yang, M. B. Dewal, D. Sobransingh, M. D. Smith, Y. Xu, L. S. Shimizu, J. Org. Chem. 2009, 74, 102
6. N. Mohmeyer, H.-W. Schmidt, Chem.–Eur. J. 2007, 13, 4499
7. K. Kishikawa, S. Nakahara, Y. Nishikawa, S. Kohmoto, M. Yamamoto, J. Am. Chem. Soc. 2005, 127, 2565
8. V. Simic, L. Bouteiller, M. Jalabert, J. Am. Chem. Soc. 2003, 125, 13148
9. S. Das, I. Yilgor, E. Yilgor, G. L. Wilkes, Polymer 2008, 49, 174
10. M. Alajarin, A. Pastor, R.-A. Orenes, J. W. Steed, R. Arakawa, Chem.–Eur. J. 2004, 10, 1383
11. F. Vonau, D. Aubel, L. Bouteiller, G. Reiter, L. Simon, Phys. Rev. Lett. 2007, 99, 086103
12. M. C. Etter, Z. Urbanczyk-Lipkowska, M. Zia-Ebrahimi, T. W. Panunto, J. Am. Chem. Soc. 1990, 112, 8415
13. Y. Mido, C. Furusawa, J. Mol. Struct. 1982, 82, 23
14. A. Abad, C. Agullo, A. C. Cunat, C. Vilanova, M. C. Ramirez de Arellano, Cryst. Growth Des. 2006, 6, 46
15. R. Emery, N. A. Macleod, L. C. Snoek, J. P. Simons, Phys. Chem. Chem. Phys. 2004, 6, 2816
16. V. S. Bryantsev, T. K. Firman, B. P. Hay, J. Phys. Chem. A 2005, 109, 832
17. W. Dannecker, J. Kopf, H. Rust, Cryst. Struct. Commun. 1979, 8, 429
18. M. R. Ciajolo, F. Leli, T. Tancredi, P. A. Temussi, A. Tuzi, Acta Crystallogr. Sect. B 1982, 38, 2928
19. S. George, A. Nangia, Acta Crystallogr. Sect. E 2003, 59, 901
20. R. A. Koevoets, R. M. Versteegen, H. Kooijman, A. L. Spek, R. P. Sijbesma, E. W. Meijer, J. Am. Chem. Soc. 2005, 127, 2999
21. L. Bouteiller, O. Colombani, F. Lortie, P. Terech, J. Am. Chem. Soc. 2005, 127, 8893
22. M. Bellot, L. Bouteiller, Langmuir 2008, 24, 14176
23. A. Arnaud, L. Bouteiller, Langmuir 2004, 20, 6858