Photodynamic chiral molecular switches with thermal stability: From reflection wavelength tuning to handedness inversion of self-organized helical superstructures

Angewandte Chemie - International Edition

Volumn 52, Issue 51, 2013, Pages 13703-13707

  Li, Yannian ^a   Xue, Chenming ^a   Wang, Mengfei ^a   Urbas, Augustine ^b   Li, Quan ^a  

^a KENT STATE UNIVERSITY   (United States)

^b AIR FORCE RESEARCH LABORATORY   (United States)

Author keywords

handedness inversion; helical structures; liquid crystals; self organized helices; thermal stability

Indexed keywords

BINAPHTHYL UNITS; HANDEDNESS INVERSION; HELICAL STRUCTURES; MOLECULAR SWITCHES; SELF-ORGANIZED HELICAL SUPERSTRUCTURES; SELF-ORGANIZED HELICES; UV IRRADIATION; WAVELENGTH TUNING;

LIQUID CRYSTALS; NEMATIC LIQUID CRYSTALS;

THERMODYNAMIC STABILITY;

EID: 84890491617     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201306396     Document Type: Article

References (55)

1. D. Liu, C. W. M. Bastiaansen, J. M. J. den Toonder, D. J. Broer, Angew. Chem. 2012, 124, 916-920
2. Angew. Chem. Int. Ed. 2012, 51, 892-896
3. D. J. Broer, C. M. W. Bastiaansen, M. G. Debije, A. P. H. J. Schenning, Angew. Chem. 2012, 124, 7210-7218
4. Angew. Chem. Int. Ed. 2012, 51, 7102-7109
5. Intelligent Stimuli-Responsive Materials: From Well-Defined Nanostructures to Applications (Ed.:, Q. Li,), Wiley, Hoboken, 2013.
6. R. Eelkema, B. L. Feringa, Org. Biomol. Chem. 2006, 4, 3729-3747
7. S. Pieraccini, S. Masiero, A. Ferrarini, G. P. Spada, Chem. Soc. Rev. 2011, 40, 258-271
8. V. A. Mallia, N. Tamaoki, Chem. Soc. Rev. 2004, 33, 76-84
9. R. Eelkema, Liq. Cryst. 2011, 38, 1641-1652
10. Y. Wang, Q. Li, Adv. Mater. 2012, 24, 1926-1945.
11. N. A. Ha, Y. Ohtsuka, S. M. Jeong, S. Nishimura, G. Suzaki, Y. Takanishi, K. Ishikawa, H. Takezoe, Nat. Mater. 2008, 7, 43-47
12. M. Mitov, N. Dessaud, Nat. Mater. 2006, 5, 361-364
13. J. Lub, P. van de Witte, C. Doornkamp, J. P. A. Vogels, R. T. Wegh, Adv. Mater. 2003, 15, 1420-1425.
14. S. Furumi, N. Tamaoki, Adv. Mater. 2010, 22, 886-891.
15. N. Tamaoki, S. Song, M. Moriyama, H. Matsuda, Adv. Mater. 2000, 12, 94-97.
16. N. P. M. Huck, W. F. Jager, B. de Lange, B. L. Feringa, Science 1996, 273, 1686-1688
17. R. A. van Delden, N. Koumura, N. Harada, B. L. Feringa, Proc. Natl. Acad. Sci. USA 2002, 99, 4945-4949
18. R. Eelkema, M. M. Pollard, N. Katsonis, J. Vicario, D. J. Broer, B. L. Feringa, J. Am. Chem. Soc. 2006, 128, 14397-14407
19. N. Katsonis, E. Lacaze, A. Ferrarini, J. Mater. Chem. 2012, 22, 7088-7097
20. S. J. Aßhoff, S. Iamsaard, A. Bosco, J. J. L. M. Cornelissen, B. L. Feringa, N. Katsonis, Chem. Commun. 2013, 49, 4256-4258.
21. M. Goh, K. Akagi, Liq. Cryst. 2008, 35, 953-965.
22. G. Gottarelli, M. Hibert, B. Samori, G. Solladié, G. P. Spada, R. Zimmermann, J. Am. Chem. Soc. 1983, 105, 7318-7321
23. G. Gottarelli, G. P. Spada, R. Bartsch, G. Solladié, R. Zimmermann, J. Org. Chem. 1986, 51, 589-592
24. C. Rosini, I. Rosati, G. P. Spada, Chirality 1995, 7, 353-358.
25. G. Proni, G. Spada, P. Lustenberger, R. Welti, F. Diederich, J. Org. Chem. 2000, 65, 5522-5527.
26. S. Pieraccini, G. Gottarelli, R. Labruto, S. Masiero, O. S. Pandolini, G. P. Spada, Chem. Eur. J. 2004, 10, 5632-5639
27. R. A. van Delden, T. Mecca, C. Rosini, B. L. Feringa, Chem. Eur. J. 2004, 10, 61-70
28. J. Ma, Y. Li, T. White, A. Urbas, Q. Li, Chem. Commun. 2010, 46, 3463-3465
29. M. Mathews, R. S. Zola, S. Hurley, D. Yang, T. J. White, T. J. Bunning, Q. Li, J. Am. Chem. Soc. 2010, 132, 18361-18366
30. Q. Li, Y. Li, J. Ma, D.-K. Yang, T. J. White, T. J. Bunning, Adv. Mater. 2011, 23, 5069-5073
31. Y. Li, M. Wang, T. J. White, T. J. Bunning, Q. Li, Angew. Chem. 2013, 125, 9093-9097
32. Angew. Chem. Int. Ed. 2013, 52, 8925-8929
33. Liquid Crystals Beyond Displays: Chemistry, Physics, and Applications (Ed.:, Q. Li,), Wiley, Hoboken, 2012.
34. M. Irie, Chem. Rev. 2000, 100, 1685-1716
35. C.-T. Poon, W. H. Lam, H.-L. Wong, V. W.-W. Yam, J. Am. Chem. Soc. 2010, 132, 13992-13993
36. T. Wu, H. Tang, C. bohne, N. R. Branda, Angew. Chem. 2012, 124, 2795-2798
37. Angew. Chem. Int. Ed. 2012, 51, 2741-2744
38. D. Wilson, N. R. Branda, Angew. Chem. 2012, 124, 5527-5530
39. Angew. Chem. Int. Ed. 2012, 51, 5431-5434.
40. C. Denekamp, B. L. Feringa, Adv. Mater. 1998, 10, 1080-1082
41. T. Yamaguchi, T. Inagawa, H. Nakazumi, S. Irie, M. Irie, Chem. Mater. 2000, 12, 869-871
42. T. Yamaguchi, T. Inagawa, H. Nakazumi, S. Irie, M. Irie, J. Mater. Chem. 2001, 11, 2453-2458
43. T. van Leeuwen, T. C. Pijper, J. Areephong, B. L. Feringa, W. R. Browne, N. Katsonis, J. Mater. Chem. 2011, 21, 3142-3246
44. Y. Li, A. Urbas, Q. Li, J. Org. Chem. 2011, 76, 7148-7156
45. H. Hayasaka, T. Miyashita, M. Nakayama, K. Kuwada, K. Akagi, J. Am. Chem. Soc. 2012, 134, 3758-3765
46. Y. Li, A. Urbas, Q. Li, J. Am. Chem. Soc. 2012, 134, 9573-9576
47. Y. Li, Q. Li, Org. Lett. 2012, 14, 4362-4365
48. Y. Li, M. Wang, A. Urbas, Q. Li, J. Mater. Chem. C 2013, 1, 3917-3923.
49. C. Rosini, L. Franzini, P. Salvadori, G. P. Spada, J. Org. Chem. 1992, 57, 6820-6824
50. L. Di Bari, G. Pescitelli, P. Salvadori, J. Am. Chem. Soc. 1999, 121, 7998-8004
51. C. Rosini, S. Superchi, H. W. I. Peerlings, E. W. Meijer, Eur. J. Org. Chem. 2000, 61-71.
52. I. Dierking, Textures of Liquid Crystals, Wiley-VCH, Weinheim, 2003.
53. R. Cano, Bull. Soc. Fr. Mineral. 1968, 91, 20-27.
54. M. Mathews, N. Tamaoki, Chem. Commun. 2009, 3609-3611.
55. G. W. Gray, D. G. McDonnell, Mol. Cryst. Liq. Cryst. 1977, 34, 211-217.