Transfer of chirality from molecule to phase in self-assembled chiral block copolymers

Journal of the American Chemical Society

Volumn 134, Issue 26, 2012, Pages 10974-10986

  Ho, Rong Ming ^a   Li, Ming Chia ^a   Lin, Shih Chieh ^a   Wang, Hsiao Fang ^a   Lee, Yu Der ^a   Hasegawa, Hirokazu ^b   Thomas, Edwin L ^c  

^a NATIONAL TSING HUA UNIVERSITY   (Taiwan)

^b KYOTO UNIVERSITY   (Japan)

^c Massachusetts Institute of Technology   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BATHOCHROMIC SHIFT; CD SIGNALS; CIRCULAR DICHROISM SPECTRA; COTTON EFFECTS; FLUORESCENCE EMISSION; HELICAL CONFORMATION; HELICAL NANOSTRUCTURES; HOMOCHIRALITY; LENGTH SCALE; MOLECULAR CHIRALITY; PERYLENES; SELF-ASSEMBLED; TOLUENE SOLUTION; VIBRATIONAL CIRCULAR DICHROISM SPECTRUM;

BLOCK COPOLYMERS; CHIRALITY; CRITICAL MICELLE CONCENTRATION; DICHROISM; ENANTIOMERS; FLUORESCENCE; MOLECULES; SELF ASSEMBLY; TOLUENE; TRANSMISSION ELECTRON MICROSCOPY;

STEREOCHEMISTRY;

COPOLYMER; NANOMATERIAL; PERYLENE; POLYLACTIDE; TOLUENE;

ARTICLE; CHEMICAL STRUCTURE; CHIRAL TRANSFER; CHIRALITY; CIRCULAR DICHROISM; CONCENTRATION (PARAMETERS); CONFORMATION; ENANTIOMER; FLUORESCENCE ANALYSIS; MICELLE; PHASE TRANSITION; SEPARATION TECHNIQUE; TRANSMISSION ELECTRON MICROSCOPY; VIBRATION;

EID: 84863525352     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja303513f     Document Type: Article

References (54)

1. Lehn, J. M. Science 1985, 227, 849
2. Whitesides, G. M.; Grzybowski, B. Science 2002, 295, 2418
3. Creighton, T. E. Proteins: Structure and Molecular Principles; Freeman: New York, 1983.
4. Hirschberg, J. H. K. K.; Brunsveld, L.; Ramzi, A.; Vekemans, J. A. J. M.; Sijbesma, R. P.; Meijer, E. W. Nature 2000, 407, 167
5. Cornelissen, J. J. L. M.; Rowan, A. E.; Nolte, R. J. M.; Sommerdijk, N. A. J. M. Chem. Rev. 2001, 101, 4039
6. Green, M. M.; Nolte, R. J. M.; Meijer, E. W. Topics in Stereochemistry; Denmark, S. E.; Siegel, J., Eds.,; Wiley: Hoboken, NJ, 2003; Vol. 24 (Materials-Chirality).
7. Tomar, S.; Green, M. M.; Day, L. A. J. Am. Chem. Soc. 2007, 129, 3367
8. Ho, R.-M.; Chiang, Y.-W.; Lin, S. C.; Chen, C.-K. Prog. Polym. Sci. 2011, 36, 376
9. Thomas, E. L.; Anderson, D. M.; Henkee, C. S.; Hoffman, D. Nature 1988, 334, 598
10. Bates, F. S.; Fredrickson, G. H. Annu. Rev. Phys. Chem. 1990, 41, 525
11. Chen, J. T.; Thomas, E. L.; Ober, C. K.; Mao, G. P. Science 1996, 273, 343
12. Bates, F. S.; Fredrickson, G. H. Phys. Today 1999, 52, 32
13. Cornelissen, J. J. L. M.; Fischer, M.; Sommerdijk, N. A. J. M.; Nolte, R. J. M. Science 1998, 280, 1427
14. Ho, R.-M.; Chiang, Y.-W.; Tsai, C.-C.; Lin, C.-C.; Ko, B.-T.; Huang, B.-H. J. Am. Chem. Soc. 2004, 126, 2704
15. Ho, R.-M.; Chiang, Y.-W.; Chen, C.-K.; Wang, H.-W.; Hasegawa, H.; Akasaka, S.; Thomas, E. L.; Burger, C.; Hsiao, B. S. J. Am. Chem. Soc. 2009, 131, 18533
16. Lehn, J. M. Supramolecular Chemistry: Concepts and Perspectives; VCH: New York, 1995.
17. Orr, G. W.; Barbour, L. J.; Atwood, J. L. Science 1999, 285, 1049
18. Engelkamp, H.; Middelbeek, S.; Nolte, R. J. M. Science 1999, 284, 785
19. de Jong, J. J. D.; Lucas, L. N.; Kellogg, R. M.; van Esch, J. H.; Feringa, B. L. Science 2004, 304, 278
20. Nagao, Y.; Naito, T.; Abe, Y.; Misono, T. Dyes Pigm. 1996, 32, 71
21. Wu, X.; Fraser, C. L. Macromolecules 2000, 33, 4053
22. Zalusky, A. S.; Olayo-Valles, R.; Wolf, J. H.; Hillmyer, M. A. J. Am. Chem. Soc. 2002, 124, 12761
23. Green, M. M.; Andreola, C.; Mufioz, B.; Reidy, M. P. J. Am. Chem. Soc. 1988, 110, 4063
24. Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A.; Cook, R.; Lifson, S. Science 1995, 268, 1860
25. Green, M. M.; Reidy, M. P.; Johnson, R. J.; Darling, G.; O'Leary, D. J.; Willson, G. J. Am. Chem. Soc. 1989, 111, 6452
26. Jha, S. K.; Cheon, K.-S.; Green, M. M.; Selinger, J. V. J. Am. Chem. Soc. 1999, 121, 1665
27. Green, M. M.; Garetz, B. A.; Munoz, B.; Chang, H.; Hoke, S.; Cooks, R. G. J. Am. Chem. Soc. 1995, 117, 4181
28. Shindo, Y.; Ohmi, Y. J. Am. Chem. Soc. 1985, 107, 91
29. Rodger, A.; Nordén, B. Circular Dichroism and Linear Dichroism; Oxford University Press Ltd.: New York, 1997.
30. Yashima, E.; Maeda, K.; Nishimura, T. Chem.-Eur. J. 2004, 10, 42
31. Yashima, E.; Maeda, K. Macromolecules 2008, 41, 3
32. Fujiki, M. Macromol. Rapid Commun. 2001, 22, 539
33. Fujiki, M. Top. Curr. Chem. 2008, 284, 119
34. Schwartz, E.; Domingos, S. R.; Vdovin, A.; Koepf, M.; Buma, W. J.; Cornelissen, J. J. L. M.; Rowan, A. E.; Nolte, R. J. M.; Woutersen, S. Macromolecules 2010, 43, 7931
35. Nafie, L. A.; Keiderling, T. A.; Stephens, P. J. J. Am. Chem. Soc. 1976, 98, 2715
36. Nafie, L. A.; Diem, M. Acc. Chem. Res. 1979, 12, 296
37. Nakanishi, K.; Berova, N.; Woody, R. W. Circular Dichroism: Principles and Applications; VCH Press Ltd.: New York, 1994.
38. Holzwarth, G.; Chabay, I. J. Chem. Phys. 1972, 57, 1632
39. Tseng, W.-H.; Chen, C.-K.; Chiang, Y.-W.; Ho, R.-M. J. Am. Chem. Soc. 2009, 131, 1356
40. Tcherkasskaya, O.; Ni, S.; Winnik, M. A. Macromolecules 1996, 29, 4241
41. Tanaka, H.; Hasegawa, H.; Hashimoto, T. Macromolecules 1990, 23, 4378
42. Mason, S. F.; McCaffery, A, J. Nature (London) 1964, 204, 468
43. Falk, H.; Jungwirth, W.; Müller, N. Monatsh. Chem. 1984, 115, 455
44. Borovkov, V. V.; Hembury, G. A.; Inoue, Y. Angew. Chem., Int. Ed. 2003, 42, 5310
45. Yashima, E.; Matsushima, T.; Okamoto, Y. J. Am. Chem. Soc. 1995, 117, 11596
46. Yashima, E.; Matsushima, T.; Okamoto, Y. J. Am. Chem. Soc. 1997, 119, 6345
47. Yang, S. Y.; Green, M. M.; Schultz, G.; Jha, S. K.; Müller, A. H. E. J. Am. Chem. Soc. 1997, 119, 12404
48. Birks, J. B.; Dyson, D. J. Proc. R. Soc., London 1963, A275, 135
49. Bustamante, C.; Tinoco, I., Jr.; Maestreo, M. F. Proc. Natl. Acad. Sci. U.S.A. 1983, 80, 3568
50. Schnur, J. M.; Ratna, B. R.; Selinger, J. V.; Singh, A.; Jyothi, G.; Easwaran, K. R. K. Science 1994, 264, 945
51. Wang, W.; Han, J. J.; Wang, L. Q.; Li, L. S.; Shaw, W. J.; Li, A. D. Q. Nano Lett. 2003, 3, 455
52. Würthner, F.; Thalacker, C.; Sautter, A. Adv. Mater. 1999, 11, 754
53. Würthner, F.; Thalacker, C.; Sautter, A.; Schärtl, W.; Ibach, W.; Hollricher, O. Chem.-Eur. J. 2000, 6, 3871
54. Würthner, F.; Thalacker, C.; Diele, S.; Tschierske, C. Chem.-Eur. J. 2001, 7, 2245