Exploiting molecular self-assembly: From urea-based organocatalysts to multifunctional supramolecular gels

Chemistry - A European Journal

Volumn 20, Issue 34, 2014, Pages 10720-10731

  Schön, Eva Maria ^a   Marqués Lõpez, Eugenia ^b   Herrera, Raquel P ^b   Alemán, Carlos ^c   Díaz, David Díaz ^a,d  

^a UNIVERSITY OF REGENSBURG   (Germany)

^b CSIC UZA Instituto de Sintesis Quimica y Catalisis Homogenea ISQCH   (Spain)

^c UNIVERSITAT POLITÈCNICA DE CATALUNYA   (Spain)

^d INSTITUTE OF ADVANCED CHEMISTRY OF CATALONIA IQAC CSIC   (Spain)

Author keywords

multifunctional materials; multistimuli responsiveness; organogels; self assembly; ureas

Indexed keywords

ALKYLATION; CATALYSTS; COLORIMETRY; GELATION; GELS; HYDROGEN BONDS; METABOLISM; METAL IONS; MIXTURES; NANOREACTORS; ORGANIC SOLVENTS; POLYCYCLIC AROMATIC HYDROCARBONS; SUPRAMOLECULAR CHEMISTRY; UREA;

FRIEDEL-CRAFTS ALKYLATION; HIERARCHICAL SELF-ASSEMBLY; MILLIMOLAR CONCENTRATIONS; MULTI-FUNCTIONAL MATERIALS; MULTIFUNCTIONAL PROPERTIES; MULTISTIMULI RESPONSIVENESS; ORGANOGELS; SOLVATOCHROMIC PARAMETERS;

SELF ASSEMBLY;

EID: 84906062848     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201402436     Document Type: Article

References (74)

1. S. M. Mukhopadhyay, Nanoscale Multifunctional Materials: Science and Applications, John Wiley & Sons, Inc., Hoboken, NJ, US, 2011.
2. X. Y. Liu, Top Curr. Chem. 2005, 256, 1-37
3. M. de Loos, B. L. Feringa, J. H. van Esch, Eur. J. Org. Chem. 2005, 3615-3631
4. Molecular Gels: Materials with Self-Assembled Fibrillar Networks (Eds.: R. G. Weiss, P. Terech), Springer, Netherlands, 2006, pp. 449- 551
5. M. George, R. G. Weiss, Acc. Chem. Res. 2006, 39, 489-497
6. G. C. Maity, J. Phys. Sci. 2007, 11, 156-171
7. E. Zaccarelli, J. Phys. Condens. Matter 2007, 19, 323101
8. S. Banerjee, R. K. Das, U. Maitra, J. Mater. Chem. 2009, 19, 6649-6687.
9. D. Derossi, Y. Kajiwara, Y. Osada, Polymer Gels: Fundamentals and Biomedical Applications, Plenum Press, New York, 1991, and references therein
10. J. H. Jung, S. Shinkai, Top. Curr. Chem. 2005, 248, 223-260
11. N. M. Sangeetha, U. Maitra, Chem. Soc. Rev. 2005, 34, 821-836
12. R. V. Ulijn, A. M. Smith, Chem. Soc. Rev. 2008, 37, 664-675
13. M. O. M. Piepenbrock, G. O. Lloyd, N. Clarke, J. W. Steed, Chem. Rev. 2010, 110, 1960-2004.
14. T. Tanaka, Sci. Am. 1981, 244, 124
15. Y. Osada, A. R. Khokhlov, Polymer Gels and Networks; Marcel Dekker: New York, 2002
16. S.-k. Ahn, R. M. Kasi, S.-C. Kim, N. Sharma, Y. Zhou, Soft Matter 2008, 4, 1151-1157.
17. L. A. Estroff, A. D. Hamilton, Chem. Rev. 2004, 104, 1201-1218, and references therein
18. P. Xie, R. Zhang, J. Mater. Chem. 2005, 15, 2529-2550
19. D. K. Smith, Chem. Commun. 2006, 34-44
20. D. J. Adams, Macromol. Biosci. 2011, 11, 160-173
21. A. Dawn, T. Shiraki, S. Haraguchi, S. Tamaru, S. Shinkai, Chem. Asian J. 2011, 6, 266-282
22. X. Yang, G. Zhang, D. Zhang, J. Mater. Chem. 2012, 22, 38-50.
23. A. Ajayaghosh, V. K. Praveen, C. Vijayakumar, Chem. Soc. Rev. 2008, 37, 109-122.
24. S. K. Chandran, N. K. Nath, S. Cherukuvada, A. Nangia, J. Mol. Struct. 2010, 968, 99-107
25. R. Custelcean, Chem. Commun. 2008, 295-307
26. J. Rebek Jr., Chem. Commun. 2000, 637-643
27. A. Bogdan, Y. Rudzevich, M. O. Vysotsky, V. Böhmer, Chem. Commun. 2006, 2941-2952.
28. M. Yamanaka, J. Inclusion Phenom. Macrocyclic Chem. 2013, 77, 33-48, and references therein.
29. R. P. Herrera, V. Sgarzani, L. Bernardi, A. Ricci, Angew. Chem. 2005, 117, 6734-6737
30. Angew. Chem. Int. Ed. 2005, 44, 6576-6579
31. G. Dessole, R. P. Herrera, A. Ricci, Synlett 2004, 2374-2378.
32. X. Fan, R. Burton, Open Fuel Energy Sci. J. 2009, 2, 100-109.
33. A. Takahashi, M. Sakai, T. Kato, Polym. J. 1980, 12, 335-341.
34. I. Kapoor, E.-M. Schön, J. Bachl, D. Kühbeck, C. Cativiela, S. Saha, R. Banerjee, S. Roelens, J. J. Marrero-Tellado, D. D. Diaz, Soft Matter 2012, 8, 3446-3456.
35. Z. Dzolic, K. Wolsperger, M. Žinic̈, New J. Chem. 2006, 30, 1411-1419
36. A. Brizard, R. Oda, I. Huc, Top. Curr. Chem. 2005, 256, 167-218.
37. S. R. Jadhav, P. K. Vemula, R. Kumar, S. R. Raghavan, G. John, Angew. Chem. 2010, 122, 7861-7864
38. Angew. Chem. Int. Ed. 2010, 49, 7695-7698
39. S. Bhattacharya, Y. Krishnan-Ghosh, Chem. Commun. 2001, 185-186.
40. A. Prathap, K. M. Sureshan, Chem. Commun. 2012, 48, 5250-5252
41. S. Basak, J. Nanda, A. Banerjee, J. Mater. Chem. 2012, 22, 11658-11664
42. S. Debnath, A. Shome, S. Dutta, P. K. Das, Chem. Eur. J. 2008, 14, 6870-6881.
43. X. Yu, Y. Li, D. Wu, Z. Ma, S. Xing, New J. Chem. 2013, 37, 1201-1205.
44. M. J. Kamlet, J. L. M. Abboud, M. H. Abraham, R. W. Taft, J. Org. Chem. 1983, 48, 2877-2887.
45. M. Raynal, L. Bouteiller, Chem. Commun. 2011, 47, 8271-8273.
46. A. R. Hirst, D. K. Smith, Langmuir 2004, 20, 10851-10857.
47. P. Fatás, J. Bachl, S. Oehm, A. I. Jiménez, C. Cativiela, D. D. Díaz, Chem. Eur. J. 2013, 19, 8861-8874.
48. F. Allix, P. Curcio, Q. N. Pham, G. Pickaert, B. Jamart-Grégoire, Lanmuir 2010, 26, 16818-16827
49. J. Makarevic, M. Jokic, Z. Raza, Z. Stefanic, B. Kojic-Prodic, M. Zinic, Chem. Eur. J. 2003, 9, 5567-5580.
50. L. Frkanec, M. Zinic, Chem. Commun. 2010, 46, 522-537
51. V. Caplar, M. Zinic, J.-L. Pozzo, F. Fages, G. Mieden-Gundert, F. Vögtle, Eur. J. Org. Chem. 2004, 4048-4059.
52. R. M. Osuna, V. Hernández, J. T. L. Navarrete, E. DOria, J. J. Novoa, Theor. Chem. Acc. 2011, 128, 541-553
53. K. E. Riley, P. Hobza, J. Chem. Theory Comput. 2008, 4, 232-242.
54. R. E. Fischer, B. Tadic-Galeb, P. R. Yoder, Optical System Design, McGraw Hill, 2nd Ed., 2008.
55. P. Kirilov, F. Gauffre, S. Franceschi-Messant, E. Perez, I. Rico-Lattes, J. Phys. Chem. B 2009, 113, 11101-11108
56. T. Peterfi, Arch. Entwicklungsmech. Organ. 1927, 112, 680-686.
57. G. Mezger, The Rheology Handbook, Vincentz Network, Hannover, Germany, 2011
58. H. A. Barnes, J. Non-Newtonian Fluid Mech. 1997, 70, 1-33.
59. M. Salman, Int. J. Life Sci. Pharm. Res. 2012, 2, 128-138
60. M.-O. M. Piepenbrock, N. Clarke, J. W. Steed, Soft Matter 2011, 7, 2412-2418.
61. K. Patel, S. Kapoor, D. P. David, T. Mukherhjee, J. Chem. Sci. 2005, 117, 53-60.
62. D. D. Díaz, D. Kuhbeck, R. J. Koopmans, Chem. Soc. Rev. 2011, 40, 427-448.
63. J. Bachl, A. Hohenleutner, B. B. Dhar, C. Cativiela, U. Maitra, B. König, D. D. Díaz, J. Mater. Chem. A 2013, 1, 4577-4588.
64. J. M. Roberts, B. M. Fini, A. A. Sarjeant, O. K. Farha, J. T. Hupp, K. A. Scheidt, J. Am. Chem. Soc. 2012, 134, 3334-3337.
65. R. P. Herrera, D. Monge, E. Martín-Zamora, R. Fernández, J. M. Lassaletta, Org. Lett. 2007, 9, 3303-3306.
66. M. P. Sibi, K. Itoh, J. Am. Chem. Soc. 2007, 129, 8064-8065.
67. B. Procuranti, S. J. Connon, Chem. Commun. 2007, 1421-1423.
68. S. W. Jeong, S. Shinkai, Nanotechnology 1997, 8, 179-183.
69. K. E. Riley, M. Pitoňák, P. Jurečka, P. Hobza, 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, Jr., J. E. Peralta, F. Ogliaro, M. Bearpark, J. J. Heyd, E. Brothers, K. N. Kudin, V. N. Staroverov, T. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, 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, O. Farkas, J. B. Foresman, J. V. Ortiz, J. Cioslowski, and D. J. Fox, Gaussian 09, Revision C.01, Gaussian, Inc., Wallingford CT, 2010.
70. Y. Zhao, D. G. Truhlar, J. Chem. Phys. 2006, 125, 194101.
71. A. D. McLean, G. S. Chandler, J. Chem. Phys. 1980, 72, 5639-5648.
72. K. Remya, C. H. Suresh, J. Comput. Chem. 2013, 34, 1341-1353.
73. J. Tomasi, B. Mennucci, R. Cammi, Chem. Rev. 2005, 105, 2999-3094.
74. S. F. Boys, F. Bernardi, Mol. Phys. 1970, 19, 553-566.