J-aggregates: From serendipitous discovery to supramolecular engineering of functional dye materials

Angewandte Chemie - International Edition

Volumn 50, Issue 15, 2011, Pages 3376-3410

  Würthner, Frank ^a   Kaiser, Theo E ^a   Saha Möller, Chantu R ^a  

^a UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

aggregation; cyanines; dyes pigments; self assembly; supramolecular chemistry

Indexed keywords

ABSORPTION BAND; AGGREGATION; CONSTRUCTION PRINCIPLE; CYANINES; DYES/PIGMENTS; J AGGREGATES; ORGANIC MATERIALS; PERYLENE BISIMIDES; PHOTOPHYSICAL PROPERTIES; POTENTIAL APPLICATIONS; RED-SHIFTED; SCIENCE COMMUNITY; SERENDIPITOUS DISCOVERY; SUPRAMOLECULAR ENGINEERING;

AGGREGATES; CHEMICAL REACTIONS; DISCOVERY WELLS; MACROMOLECULES; NITROGEN COMPOUNDS; OPTICAL PROPERTIES; PORPHYRINS; SELF ASSEMBLY;

SUPRAMOLECULAR CHEMISTRY;

EID: 79953237097     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201002307     Document Type: Review

References (355)

1. G. Scheibe, Angew. Chem. 1937, 50, 51
2. G. Scheibe, L. Kandler, H. Ecker, Naturwissenschaften 1937, 25, 75
3. G. Scheibe, Angew. Chem. 1937, 50, 212-219; the first report of Scheibe on the absorption spectra of a solution of PIC iodide in water describes the formation of H-aggregates
4. G. Scheibe, Angew. Chem. 1936, 49, 563.
5. E. E. Jelley, Nature 1936, 138, 1009-1010
6. E. E. Jelley, Nature 1937, 139, 631-632.
7. It is noteworthy that much earlier Sheppard observed deviations from the Lambert-Beer law in concentration-dependent studies of isocyanine dyes in water: a) S. E. Sheppard, Proc. R. Soc. London Ser. A 1909, 82, 256-270
8. S. E. Sheppard, Rev. Mod. Phys. 1942, 14, 303-340 (see page 312).
9. G. Scheibe, Kolloid-Z. 1938, 82, 1-14
10. -3 M, see, B. Kopainsky, J. K. Hallermeier, W. Kaiser, Chem. Phys. Lett. 1981, 83, 498-502.
11. For reviews on cyanine J-aggregates, see a) A. H. Herz, Adv. Colloid Interface Sci. 1977, 8, 237-298
12. D. Möbius, Adv. Mater. 1995, 7, 437-444
13. J-Aggregates (Ed.:, T. Kobayashi,), World Scientific, Singapore, 1996
14. S. Dähne, Bunsen-Magazin 2002, 4, 81-92
15. V. V. Egorov, J. Chem. Phys. 2002, 116, 3090-3103
16. J. Knoester, Int. J. Photoenergy 2006, 5, 4
17. S. Kirstein, S. Dähne, Int. J. Photoenergy 2006, 5, 3
18. B. I. Shapiro, Russ. Chem. Rev. 2006, 75, 433-456
19. V. V. Egorov, M. V. Alfimov, Phys.-Usp. 2007, 50, 985-1029; for the application of cyanine J-aggregates in silver halide photography, see
20. The Theory of Photographic Process (Ed.:, T. J. James,), Macmillian, New York, 1977
21. T. Tani, Photographic Sensitivity, Oxford University Press, Oxford, UK, 1995
22. H. Kuhn, D. Möbius, in Investigations of Surface and Interfaces (Eds.:, B. W. Rossiter, R. C. Baetzold,), Wiley, New York, 1993, pp. 375-542.
23. For a selection of theoretical work on cyanine J-aggregates, see a) H. Fidder, J. Knoester, D. A. Wiersma, J. Chem. Phys. 1991, 95, 7880-7890
24. J. A. Tuszyński, M. F. Jørgensen, D. Möbius, Phys. Rev. E 1999, 59, 4374-4383
25. M. Bednarz, V. A. Malyshev, J. Knoester, Phys. Rev. Lett. 2003, 91, 217401
26. P. B. Walczak, A. Eisfeld, J. S. Briggs, J. Chem. Phys. 2008, 128, 044505.
27. Other publications on cyanine J-aggregates: a) V. Czikkely, H. D. Försterling, H. Kuhn, Chem. Phys. Lett. 1970, 6, 11-14
28. V. Czikkely, H. D. Försterling, H. Kuhn, Chem. Phys. Lett. 1970, 6, 207-210
29. G. Scheibe, F. Haimerl, W. Hoppe, Tetrahedron Lett. 1970, 11, 3067-3070
30. E. Daltrozzo, G. Scheibe, K. Geschwind, F. Haimerl, Photogr. Sci. Eng. 1974, 18, 441-450
31. A. H. Herz, Photogr. Sci. Eng. 1974, 18, 323-335
32. V. Sundström, T. Gilbro, R. A. Gadonas, A. Piskarskas, J. Chem. Phys. 1988, 89, 2754-2762
33. H. von Berlepsch, C. Böttcher, S. Dähne, J. Phys. Chem. B 2000, 104, 8792-8799
34. H. von Berlepsch, C. Böttcher, J. Phys. Chem. B 2002, 106, 3146-3150
35. I. G. Scheblykin, O. Y. Sliusarenko, L. S. Lepnev, A. G. Vitukhnovsky, M. Van der Auweraer, J. Phys. Chem. B 2001, 105, 4636-4646
36. E. Rousseau, M. M. Koetse, M. Van der Auweraer, Photochem. Photobiol. Sci. 2002, 1, 395-406
37. A. Pawlik, A. Ouart, S. Kirstein, H.-W. Abraham, S. Daehne, Eur. J. Org. Chem. 2003, 3065-3080.
38. C. G. Williams, Trans. R. Soc. Edinburgh 1856, 21, 377-401
39. W. Spalteholz, Ber. Dtsch. Chem. Ges. 1883, 16, 1847-1852.
40. See Ref. [8b], and references cited therein.
41. A. W. Hofmann, Proc. R. Soc. London 1862, 12, 410-424.
42. N. Tyutyulkov, J. Fabian, A. Mehlhorn, F. Dietz, A. Tadjer, Polymethine Dyes, St. Kliment Ohridski University Press, Sofia, 1991, p. 11
43. R. M. Christie, Colour Chemistry, Royal Society of Chemistry, London, 2001, p. 104
44. H. Zollinger, Color Chemistry, 3 rd ed., Verlag Helvetica Chimica Acta and Wiley-VCH, Zürich and Weinheim, 2003, pp. 82-84.
45. W. König, J. Prakt. Chem. 1906, 73, 100-108
46. W. König, O. Treichel, J. Prakt. Chem. 1921, 102, 63-74
47. W. König, Ber. Dtsch. Chem. Ges. 1922, 55, 3293-3313, and references therein.
48. W. König, J. Prakt. Chem. 1926, 112, 1-36.
49. S. Dähne, Science 1978, 199, 1163-1167
50. S. Dähne, Photogr. Sci. Eng. 1979, 23, 219-239.
51. S. Dähne, D. Leupold, Angew. Chem. 1966, 78, 1029-1039
52. Angew. Chem. Int. Ed. Engl. 1966, 5, 984-993.
53. Chemical Abstracts also uses the general term cyanine for polymethine.
54. G. Scheibe, L. Kandler, Naturwissenschaften 1938, 24/25, 412-413
55. G. Scheibe, Z. Elektrochem. 1948, 52, 283-292.
56. G. Scheibe, A. Schöntag, F. Katheder, Naturwissenschaften 1939, 27, 499-501.
57. R. M. Jones, T. S. Bergstedt, C. T. Buscher, D. McBranch, D. G. Whitten, Langmuir 2001, 17, 2568-2571
58. R. M. Jones, L. Lu, R. Helgeson, T. S. Bergstedt, D. W. McBranch, D. G. Whitten, Proc. Natl. Acad. Sci. USA 2001, 98, 14769-14772
59. L. Lu, R. Helgeson, R. M. Jones, D. McBranch, D. G. Whitten, J. Am. Chem. Soc. 2002, 124, 483-488
60. K. E. Achyuthan, T. S. Bergstedt, L. Chen, R. M. Jones, S. Kumaraswamy, S. A. Kushon, K. D. Ley, L. Lu, D. McBranch, H. Mukundan, F. Rininsland, X. Shi, W. Xia, D. G. Whitten, J. Mater. Chem. 2005, 15, 2648-2656
61. D. G. Whitten, K. E. Achyuthan, G. P. Lopez, O.-K. Kim, Pure Appl. Chem. 2006, 78, 2313-2323
62. O.-K. Kim, J. Je, G. Jernigan, L. Buckley, D. Whitten, J. Am. Chem. Soc. 2006, 128, 510-516.
63. C. Fan, S. Wang, J. W. Hong, G. C. Bazan, K. W. Plaxco, A. J. Heeger, Proc. Natl. Acad. Sci. USA 2003, 100, 6297-6301
64. for a recent review on superquenching phenomena in conjugated polymers, see, H. Jiang, P. Taranekar, J. R. Reynolds, K. S. Schanze, Angew. Chem. 2009, 121, 4364-4381
65. Angew. Chem. Int. Ed. 2009, 48, 4300-4316.
66. T. Förster, Naturwissenschaften 1946, 33, 166-175.
67. S. F. Mason, Proc. Chem. Soc. 1964, 119.
68. G. Scheibe, O. Wörz, F. Haimerl, W. Seiffert, J. Winkler, J. Chim. Phys. 1968, 65, 146-151.
69. B. Dammeier, W. Hoppe, Acta Crystallgr. Sect. B 1971, 27, 2364-2370
70. D. L. Smith, Photogr. Sci. Eng. 1974, 18, 309-322.
71. W. Hoppe, Kolloid-Z. 1942, 101, 300-305.
72. F. Hofmeister, Arch. Exp. Pharmacol. 1888, 24, 247-260
73. R. L. Baldwin, Biophys. J. 1996, 71, 2056-2063
74. Y. Zhang, P. S. Cremer, Curr. Opin. Chem. Biol. 2006, 10, 658-663; for a recent review on the Hoffmeister effect, see
75. W. Kunz, P. Lo Nostro, B. W. Ninham, Curr. Opin. Colloid Interface Sci. 2004, 9, 1-18.
76. E. G. McRae, M. Kasha, J. Chem. Phys. 1958, 28, 721-722
77. M. Kasha, R. Rawls, M. A. El-Bayoumi, Pure Appl. Chem. 1965, 11, 371-392.
78. Note, Kasha's exciton theory is based on ideas of Kautsky, Förster, and others: a) H. Kautsky, H. Merkel, Naturwissenschaften 1939, 27, 195-196
79. G. N. Lewis, M. Kasha, J. Am. Chem. Soc. 1944, 66, 2100-2116
80. T. Förster, Naturwissenschaften 1949, 36, 240-245
81. G. L. Levinson, W. T. Simpson, W. Curtis, J. Am. Chem. Soc. 1957, 79, 4314-4320
82. E. G. McRae, M. Kasha, J. Am. Chem. Soc. 1958, 80, 721-722, and Ref. [21].
83. K. Norland, A. Ames, T. Taylor, Photogr. Sci. Eng. 1970, 14, 295-307
84. S. Kirstein, H. Möhwald, Adv. Mater. 1995, 7, 460-463.
85. W. Cooper, Chem. Phys. Lett. 1970, 7, 73-77.
86. E. S. Emerson, M. A. Conlin, A. E. Rosenoff, K. S. Norland, H. Rodriguez, D. Chin, G. R. Bird, J. Phys. Chem. 1967, 71, 2396-2403.
87. H. Bücher, H. Kuhn, Chem. Phys. Lett. 1970, 6, 183-185.
88. H. Nolte, J. Chem. Phys. Lett. 1975, 31, 134-139.
89. A. P. Marchetti, C. D. Salzberg, E. I. P. Walker, Photogr. Sci. Eng. 1976, 20, 107-111.
90. For further publications on the crystal structures of PIC, see Ref. [7b] and, L. Dähne, G. Reck, Z. Kristallogr. 1995, 210, 40-43.
91. K. Misawa, H. Ono, K. Minoshima, T. Kobayashi, Appl. Phys. Lett. 1993, 63, 577-579.
92. T. Kobayashi, K. Misawa, J. Lumin. 1997, 72-74, 38-40
93. T. Kobayashi, Mol. Cryst. Liq. Cryst. 1998, 314, 1-11.
94. H. Stegemeyer, F. Stöckel, Ber. Bunsen-Ges. 1996, 100, 9-14.
95. H. Rehage, G. Platz, B. Struller, C. Thunig, Tenside Surfactants Deterg. 1996, 33, 242-248.
96. B. Herzog, K. Huber, H. Stegemeyer, Langmuir 2003, 19, 5223-5232.
97. H. von Berlepsch, S. Möller, L. Dähne, J. Phys. Chem. B 2001, 105, 5689-5699.
98. M. Vacha, M. Saeki, O. Isobe, K.-i. Hashizume, T. Tani, J. Chem. Phys. 2001, 115, 4973-4976
99. M. Vacha, M. Saeki, M. Furuki, L. S. Pu, K.-i Hashizume, T. Tani, J. Lumin. 2002, 98, 35-40.
100. P. J. Hillson, R. B. McKay, Trans. Faraday Soc. 1965, 61, 374-382
101. R. B. McKay, Trans. Faraday Soc. 1965, 61, 1787-1799.
102. V. Czikkely, G. Dreizler, H. D. Försterling, H. Kuhn, P. Sondermann, P. Tillmann, J. Wiegand, Z. Naturforsch. A 1969, 24, 1821-1830.
103. E. W. Knapp, Chem. Phys. 1984, 85, 73-82.
104. H. Fidder, J. Terpstra, D. A. Wiersma, J. Chem. Phys. 1991, 94, 6895-6907.
105. J. Knoester, J. Chem. Phys. 1993, 99, 8466-8479.
106. J. R. Durrant, J. Knoester, D. A. Wiersma, Chem. Phys. Lett. 1994, 222, 450-456.
107. D. A. Higgins, P. F. Barbara, J. Phys. Chem. 1995, 99, 3-7.
108. T. Kobayashi, N. Fukutake, Chem. Phys. Lett. 2002, 356, 368-374.
109. T. Tani, M. Oda, T. Hayashi, H. Ohno, K. Hirata, J. Lumin. 2007, 122-123, 244-246.
110. E. Lang, A. Sorokin, M. Drechsler, Y. V. Malyukin, J. Köhler, Nano Lett. 2005, 5, 2635-2640.
111. Y. Kitahama, T. Yoga, A. Furube, R. Katoh, Chem. Phys. Lett. 2008, 457, 427-433.
112. T. F. A. De Greef, M. M. J. Smulders, M. Wolffs, A. P. H. J. Schenning, R. P. Sijbesma, E. W. Meijer, Chem. Rev. 2009, 109, 5687-5754.
113. F. Rotermund, R. Weigand, A. Penzkofer, Chem. Phys. 1997, 220, 385-392
114. A. Lohr, M. Lysetska, F. Würthner, Angew. Chem. 2005, 117, 5199-5202
115. Angew. Chem. Int. Ed. 2005, 44, 5071-5074.
116. W. West, S. Pearce, J. Phys. Chem. 1965, 69, 1894-1903.
117. H. Ecker, Kolloid-Z. 1940, 92, 35-70.
118. G. Scheibe, A. Mareis, H. Ecker, Naturwissenschaften 1937, 25, 474-475.
119. O. Wörz, G. Scheibe, Z. Naturforsch. B 1969, 24, 381-390.
120. L. G. S. Brooker, F. L. White, D. W. Heseltine, S. H. Keyes, S. G. Dent, E. J. van Lare, J. Photogr. Sci. 1953, 1, 173-183.
121. For reviews on cyanine dyes, see Ref. [11a] and a) F. Dietz, J. Signalaufzeichnungsmater. 1973, 1, 157-180
122. F. Dietz, J. Signalaufzeichnungsmater. 1973, 1, 237-252
123. F. Dietz, J. Signalaufzeichnungsmater. 1973, 1, 381-382
124. Z. Zhu, Dyes Pigm. 1995, 27, 77-111
125. C. Reichardt, J. Phys. Org. Chem. 1995, 8, 761-773
126. A. Mishra, R. K. Behera, P. K. Behera, B. K. Mishra, G. B. Behera, Chem. Rev. 2000, 100, 1973-2011
127. B. A. Armitage, Top. Curr. Chem. 2005, 253, 55-76.
128. This procedure, however, is subject to considerable errors, as pointed out by Makio et al., who deduced an association number of eight by similar experiments:, S. Makio, N. Kanamaru, J. Tanaka, Bull. Chem. Soc. Jpn. 1980, 53, 3120-3124.
129. J. Moll, S. Dähne, J. R. Durrant, D. A. Wiersma, J. Chem. Phys. 1995, 102, 6362-6370
130. M. van Burgel, D. A. Wiersma, K. Duppen, J. Chem. Phys. 1995, 102, 20-33.
131. B. Birkan, D. Gülen, S. Özcelik, J. Phys. Chem. B 2006, 110, 10805-10813.
132. H. Hada, C. Honda, H. Tanemura, Photogr. Sci. Eng. 1977, 21, 83-91
133. C. Honda, H. Hada, Photogr. Sci. Eng. 1977, 21, 91-102.
134. M. A. Drobizhev, M. N. Sapozhnikov, I. G. Scheblykin, O. P. Varnavsky, M. Van der Auweraer, A. G. Vitukhnovsky, Chem. Phys. 1996, 211, 455-468.
135. I. G. Scheblykin, M. A. Drobizhev, O. P. Varnavsky, M. Van der Auweraer, A. G. Vitukhnovsky, Chem. Phys. Lett. 1996, 261, 181-190
136. M. A. Drobizhev, M. N. Sapozhnikov, I. G. Scheblykin, O. P. Varnavsky, M. Van der Auweraer, A. G. Vitukhnovsky, Pure Appl. Opt. 1996, 5, 569-581.
137. D. M. Basko, A. N. Lobanov, A. V. Pimenov, A. G. Vitukhnovsky, Chem. Phys. Lett. 2003, 369, 192-197.
138. I. G. Scheblykin, O. P. Varnavsky, W. Verbouwe, S. De Backer, M. Van der Auweraer, A. G. Vitukhnovsky, Chem. Phys. Lett. 1998, 282, 250-256
139. I. G. Scheblykin, O. P. Varnavsky, M. M. Bataiev, O. Y. Silusarrenko, M. Van der Auweraer, A. G. Vitukhnovsky, Chem. Phys. Lett. 1998, 298, 341-350
140. I. G. Scheblykin, O. Y. Silusarrenko, S. L. Lepnev, A. G. Vitukhnovsky, M. Van der Auweraer, J. Phys. Chem. B 2000, 104, 10949-10951.
141. I. G. Scheblykin, M. M. Bataiev, M. Van der Auweraer, A. G. Vitukhnovsky, Chem. Phys. Lett. 2000, 316, 37-44.
142. E. O. Potma, D. A. Wiersma, J. Chem. Phys. 1998, 108, 4894-4903.
143. For a detailed discussion of these models, see Ref. [7h].
144. H. von Berlepsch, C. Böttcher, A. Ouart, C. Burger, S. Dähne, S. Kirstein, J. Phys. Chem. B 2000, 104, 5255-5262.
145. C. Didraga, A. Pugzlys, P. R. Hania, H. von Berlepsch, K. Duppen, J. Knoester, J. Phys. Chem. B 2004, 108, 14976-14985.
146. J. L. Lyon, D. M. Eisele, S. Kirstein, J. P. Rabe, D. A. Vanden Bout, K. J. Stevenson, J. Phys. Chem. C 2008, 112, 1260-1268
147. D. M. Eisele, J. Knoester, S. Kirstein, J. P. Rabe, D. A. Vanden Bout, Nat. Nanotechnol. 2009, 4, 658-663.
148. H. von Berlepsch, S. Kirstein, C. Böttcher, Langmuir 2002, 18, 7699-7705.
149. H. von Berlepsch, S. Kirstein, R. Hania, C. Didraga, A. Pugzlys, C. Böttcher, J. Phys. Chem. B 2003, 107, 14176-14184
150. S. S. Lampoura, C. Spitz, S. Daehne, J. Knoester, K. Duppen, J. Phys. Chem. B 2002, 106, 3103-3111.
151. U. De Rossi, S. Dähne, S. C. J. Meskers, H. P. J. M. Dekkers, Angew. Chem. 1996, 108, 827-830
152. Angew. Chem. Int. Ed. Engl. 1996, 35, 760-763
153. A. Pawlik, S. Kirstein, U. De Rossi, S. Daehne, J. Phys. Chem. B 1997, 101, 5646-5651
154. S. Kirstein, H. von Berlepsch, C. Böttcher, C. Burger, A. Ouart, G. Reck, S. Dähne, ChemPhysChem 2000, 1, 146-150.
155. H. von Berlepsch, C. Böttcher, A. Ouart, M. Regenbrecht, S. Akari, U. Keiderling, H. Schnablegger, S. Dähne, S. Kirstein, Langmuir 2000, 16, 5908-5916
156. H. von Berlepsch, M. Regenbrecht, S. Dähne, S. Kirstein, C. Böttcher, Langmuir 2002, 18, 2901-2907.
157. H. von Berlepsch, S. Kirstein, C. Böttcher, J. Phys. Chem. B 2003, 107, 9646-9654.
158. K. C. Hannah, B. A. Armitage, Acc. Chem. Res. 2004, 37, 845-853.
159. L. Stryer, E. R. Blout, J. Am. Chem. Soc. 1961, 83, 1411-1418
160. R. F. Pasternack, A. Giannetto, P. Pagano, E. Gibbs, J. Am. Chem. Soc. 1991, 113, 7799-7800
161. Y. Zhang, J. Xiang, Y. Tang, G. Xu, W. Yan, ChemPhysChem 2007, 8, 224-226.
162. P.-A. Bouit, D. Rauh, S. Neugebauer, J. L. Delgado, E. Di Piazza, S. Rigaut, O. Maury, C. Andraud, V. Dyakonov, N. Martin, Org. Lett. 2009, 11, 4806-4809.
163. N. M. Kronenberg, M. Deppisch, F. Würthner, H. W. A. Lademann, K. Deing, K. Meerholz, Chem. Commun. 2008, 6489-6491
164. H. Bürckstümmer, N. M. Kronenberg, M. Gsänger, M. Stolte, K. Meerholz, F. Würthner, J. Mater. Chem. 2010, 20, 240-243
165. U. Mayerhöffer, K. Deing, K. Gruß, H. Braunschweig, K. Meerholz, F. Würthner, Angew. Chem. 2009, 121, 8934-8937
166. Angew. Chem. Int. Ed. 2009, 48, 8776-8779
167. F. Silvestri, M. D. Irwin, L. Beverina, A. Facchetti, G. A. Pagani, T. J. Marks, J. Am. Chem. Soc. 2008, 130, 17640-17641
168. F. Würthner, K. Meerholz, Chem. Eur. J. 2010, 16, 9366-9373
169. G. Wie, S. Wang, K. Renshaw, M. E. Thompson, S. R. Forrest, ACS Nano 2010, 4, 1927-1934.
170. V. Z. Shirinian, A. A. Shimkin, Top. Heterocycl. Chem. 2008, 14, 75-105
171. F. Würthner, R. Wortmann, K. Meerholz, ChemPhysChem 2002, 3, 17-31.
172. For a recent review on merocyanine J-aggregates in Langmuir-Blodgett films, see, S.-i. Kuroda, Adv. Colloid Interface Sci. 2004, 111, 181-209.
173. F. Würthner, S. Yao, Angew. Chem. 2000, 112, 2054-2057
174. Angew. Chem. Int. Ed. 2000, 39, 1978-1981
175. F. Würthner, S. Yao, T. Debaerdemaeker, R. Wortmann, J. Am. Chem. Soc. 2002, 124, 9431-9447
176. U. Rösch, S. Yao, R. Wortmann, F. Würthner, Angew. Chem. 2006, 118, 7184-7188
177. Angew. Chem. Int. Ed. 2006, 45, 7026-7030.
178. For a general review on dye aggregates including merocyanines, see, Z. Chen, A. Lohr, C. R. Saha-Möller, F. Würthner, Chem. Soc. Rev. 2009, 38, 564-584
179. for a review on DFT calculations for dimeric π stacks including merocyanine dimers, see, S. Grimme, J. Antony, T. Schwabe, C. Mück-Lichtenfeld, Org. Biomol. Chem. 2007, 5, 741-758.
180. F. Würthner, C. W. Lehmann, E. Duman, unpublished crystallographic data.
181. F. Würthner, Synthesis 1999, 2103-2113.
182. F. Mizutani, S.-i. Iijima, K. Tsuda, Bull. Chem. Soc. Jpn. 1982, 55, 1295-1299.
183. E. Langhals, H. Balli, Helv. Chim. Acta 1985, 68, 1782-1797
184. M. Kussler, H. Balli, Helv. Chim. Acta 1987, 70, 1583-1595
185. M. Kussler, H. Balli, Helv. Chim. Acta 1989, 72, 17-28
186. M. Kussler, H. Balli, Helv. Chim. Acta 1989, 72, 295-306
187. M. Kussler, H. Balli, Helv. Chim. Acta 1989, 72, 638-647.
188. Y. Kalisky, D. J. Williams, Chem. Phys. Lett. 1982, 86, 100-104.
189. S. Yagai, H. Higashi, T. Karatsu, A. Kitamura, Chem. Mater. 2005, 17, 4392-4398.
190. For recent reviews on squaraines, see a) S. Yagi, H. Nakazumi, Top. Heterocycl. Chem. 2008, 14, 133-181
191. S. Sreejith, P. Carol, P. Chithra, A. Ajayaghosh, J. Mater. Chem. 2008, 18, 264-274.
192. A. Treibs, K. Jacob, Angew. Chem. 1965, 77, 680-681
193. Angew. Chem. Int. Ed. Engl. 1965, 4, 694-694
194. W. Ziegenbein, H.-E. Sprenger, Angew. Chem. 1966, 78, 937-937
195. Angew. Chem. Int. Ed. Engl. 1966, 5, 893-894
196. H.-E. Sprenger, W. Ziegenbein, Angew. Chem. 1966, 78, 937-938
197. Angew. Chem. Int. Ed. Engl. 1966, 5, 894-894.
198. For publications on J-aggregating squaraine dyes in films, see a) K. Liang, K.-Y. Law, D. G. Whitten, J. Phys. Chem. 1994, 98, 13379-13384
199. H. Chen, K.-Y. Law, D. G. Whitten, J. Phys. Chem. 1996, 100, 5949-5955
200. J.-r. Li, B.-f. Li, X.-c. Li, J. Tang, L. Jiang, Thin Solid Films 1996, 287, 247-251
201. M. Stanescu, H. Samha, J. Perlstein, D. G. Whitten, Langmuir 2000, 16, 275-281
202. O. P. Dimitriev, A. P. Dimitriyeva, A. I. Tolmachev, V. V. Kurdyukov, J. Phys. Chem. B 2005, 109, 4561-4567.
203. S. Das, T. L. Thanulingam, K. G. Thomas, P. V. Kamat, M. V. George, J. Phys. Chem. 1993, 97, 13620-13624.
204. S. Alex, M. C. Basheer, K. T. Arun, D. Ramaiah, S. Das, J. Phys. Chem. A 2007, 111, 3226-3230.
205. J. Wojtyk, A. McKerrow, P. Kazmaier, E. Buncel, Can. J. Chem. 1999, 77, 903-912.
206. R. S. Stoll, N. Severin, J. P. Rabe, S. Hecht, Adv. Mater. 2006, 18, 1271-1275.
207. H. Scheer, in Chlorophylls (Ed.:, H. Scheer,), CRC, Boca Raton, US, 1991, pp. 3-30.
208. K. M. Smith, Photosynth. Res. 1994, 41, 23-26.
209. G. McDermott, S. M. Prince, A. A. Freer, A. M. Hawthornthwaite-Lawless, M. Z. Papiz, R. J. Cogdell, N. W. Isaacs, Nature 1995, 374, 517-521.
210. J. Koepke, X. Hu, C. Muenke, K. Schulten, H. Michel, Structure 1996, 4, 581-597.
211. X. Hu, K. Schulten, Phys. Today 1997, 50, 28-34
212. X. Hu, A. Damjanovic, T. Ritz, K. Schulten, Proc. Natl. Acad. Sci. USA 1998, 95, 5935-5941.
213. T. Pullerits, V. Sundström, Acc. Chem. Res. 1996, 29, 381-389
214. R. J. Cogdell, A. Gall, J. Köhler, Q. Rev. Biophys. 2006, 39, 227-324.
215. S. Scheuring, J. N. Sturgis, V. Prima, A. Bernadac, D. Lévy, J.-L. Rigaud, Proc. Natl. Acad. Sci. USA 2004, 101, 11293-11297.
216. A. Satake, Y. Kobuke, Tetrahedron 2005, 61, 13-41
217. C.-C. You, R. Dobrawa, C. R. Saha-Möller, F. Würthner, Top. Curr. Chem. 2005, 258, 39-82
218. J. A. A. W. Elemans, R. Van Hameren, R. J. M. Nolte, A. E. Rowan, Adv. Mater. 2006, 18, 1251-1266
219. Y. Nakamura, N. Aratani, A. Osuka, Chem. Soc. Rev. 2007, 36, 831-845
220. N. Aratani, D. Kim, A. Osuka, Acc. Chem. Res. 2009, 42, 1922-1934.
221. M. I. Bystrova, I. N. Mal'gosheva, A. A. Krasnovskii, Mol. Biol. 1979, 13, 440-451
222. K. M. Smith, L. A. Kehren, J. Fajer, J. Am. Chem. Soc. 1983, 105, 1387-1389
223. J. R. Golecki, J. Oelze, Arch. Microbiol. 1987, 148, 236-241
224. K. Griebenow, A. R. Holzwarth, Biochem. Biophys. Acta 1989, 973, 235-240
225. A. R. Holzwarth, K. Griebenow, K. Schaffer, Z. Naturforsch. 1990, 45, 203-206
226. A. Martinez-Planells, J. B. Arellano, C. M. Borrego, C. López-Iglesias, F. Gich, J. Garcia-Gil, Photosynth. Res. 2002, 71, 83-90
227. G. A. Montaño, B. P. Bowen, J. T. LaBelle, N. W. Woodbury, V. B. Pizziconi, R. E. Blankenship, Biophys. J. 2003, 85, 2560-2565.
228. H. Tamiaki, A. R. Holzwarth, K. Schaffner, J. Photochem. Photobiol. B 1992, 15, 355-360
229. P. Hildebrandt, H. Tamiaki, A. R. Holzwarth, K. Schaffner, J. Phys. Chem. B 1994, 98, 2191-2197
230. H. Tamiaki, M. Amakawa, Y. Shimono, R. Tanikaga, A. R. Holzwarth, K. Schaffner, Photochem. Photobiol. 1996, 63, 92-99
231. "Supramolecular Dye Chemistry", T. S. Balaban, H. Tamiaki, A. R. Holzwarth in, Topics in Current Chemistry, Vol. 158 (Ed.:, F. Würthner,), Springer, Heidelberg, 2005, pp. 1-38
232. T. S. Balaban, Acc. Chem. Res. 2005, 38, 612-623
233. R. G. Feick, R. C. Fuller, Biochemistry 1984, 23, 3693-3700
234. D. L. Worcester, T. J. Michalski, J. J. Katz, Proc. Natl. Acad. Sci. USA 1986, 83, 3791-3795
235. D. C. Brune, G. H. King, R. E. Blankenship, in Photosynthetic Light-Harvesting Systems (Eds.:, H. Scheer, S. Schneider,), Walter de Gruyter, Berlin, 1988, p. 141
236. T. Nozawa, K. Ohtomo, M. Suzuki, H. Nakagawa, Y. Shikama, H. Konami, Z.-Y. Wang, Photosynth. Res. 1994, 41, 211-223
237. J. M. Linnanto, J. E. I. Tommola, Photosynth. Res. 2008, 96, 227-245.
238. A. R. Holzwarth, K. Schaffner, Photosynth. Res. 1994, 41, 225-233
239. V. I. Prokhorenko, D. B. Steensgard, A. R. Holzwarth, Biophys. J. 2000, 79, 2105-2120
240. S. Savikhin, Y. Zhu, R. E. Blankenship, W. S. Struve, J. Phys. Chem. 1996, 100, 3320-3322
241. T. Miyatake, H. Tamiaki, J. Photochem. Photobiol. C 2005, 6, 89-107
242. T. Miyatake, S. Tanigawa, S. Kato, H. Tamiaki, Tetrahedron Lett. 2007, 48, 2251-2254.
243. J. Pšenčik, T. P. Ikonen, P. Laurinmäki, M. C. Merckel, S. J. Butcher, R. E. Serimaa, R. Tuma, Biophys. J. 2004, 87, 1165-1172
244. J. Psencik, J. B. Arellano, T. P. Ikonen, C. M. Borrego, P. A. Laurinmaki, S. J. Butcher, R. E. Serimaa, R. Tuma, Biophys. J. 2004, 91, 1433-1440
245. G. T. Oostergetel, M. Reus, A. G. M. Chew, D. A. Bryant, E. J. Boekema, A. R. Holzwarth, FEBS Lett. 2007, 581, 5435-5439
246. S. Ganapathy, G. T. Oostergetel, P. K. Wawrzyniak, M. Reus, A. G. M. Chew, F. Buda, E. J. Boekema, D. A. Bryant, A. R. Holzwarth, H. J. M. de Groot, Proc. Natl. Acad. Sci. USA 2009, 106, 8525-8530.
247. V. I. Prokhorenko, A. R. Holzwarth, M. G. Müller, K. Schaffner, T. Miyatake, H. Tamiaki, J. Phys. Chem. B 2002, 106, 5761-5768.
248. K. M. Smith, D. A. Goff, D. S. Simpson, J. Am. Chem. Soc. 1985, 107, 4946-4954.
249. T. S. Balaban, J. Leitich, A. R. Holzwarth, K. Schaffner, J. Phys. Chem. B 2000, 104, 1362-1372
250. T. S. Balaban, A. D. Bhise, M. Fischer, M. Linke-Schaetzel, C. Roussel, N. Vanthuyne, Angew. Chem. 2003, 115, 2190-2194
251. Angew. Chem. Int. Ed. 2003, 42, 2140-2144.
252. V. Huber, M. Katterle, M. Lysetska, F. Würthner, Angew. Chem. 2005, 117, 3208-3212
253. Angew. Chem. Int. Ed. 2005, 44, 3147-3151
254. V. Huber, S. Sengupta, F. Würthner, Chem. Eur. J. 2008, 14, 7791-7807
255. V. Huber, M. Lysetska, F. Würthner, Small 2007, 3, 1007-1014.
256. S. G. Sprague, L. A. Staehelin, M. L. DiBartolomeis, R. C. Fuller, J. Bacteriol. 1981, 147, 1021-1031
257. Y. Miloslavina, A. Wehner, P. H. Lambrev, E. Wientjes, M. Reus, G. Garab, R. Croce, A. R. Holzwarth, FEBS Lett. 2008, 582, 3625-3631.
258. S. Ganapathy, S. Sengupta, P. K. Wawrzyniak, V. Huber, F. Buda, U. Baumeister, F. Würthner, H. J. M. de Groot, Proc. Natl. Acad. Sci. USA 2009, 106, 11472-11477.
259. C. Röger, M. G. Müller, M. Lysetska, Y. Miloslavina, A. R. Holzwarth, F. Würthner, J. Am. Chem. Soc. 2006, 128, 6542-6543
260. C. Röger, Y. Miloslavina, D. Brunner, A. R. Holzwarth, F. Würthner, J. Am. Chem. Soc. 2008, 130, 5929-5939.
261. X.-F. Wang, O. Kitao, H. Zhou, H. Tamiaki, S. Sasaki, Chem. Commun. 2009, 1523-1525
262. X.-F. Wang, O. Kitao, H. Zhou, H. Tamiaki, S. Sasaki, J. Phys. Chem. C 2009, 113, 7954-7961.
263. Y. Kobuke, H. Miyaji, J. Am. Chem. Soc. 1994, 116, 4111-4112
264. A. Satake, Y. Kobuke, Org. Biomol. Chem. 2007, 5, 1679-1691
265. for supramolecular mimicry of the BChl c arrangements in green bacteria, see Ref. [111e] and, T. S. Balaban, M. Linke-Schaetzel, A. D. Bhise, N. Vanthuyne, C. Roussel, C. E. Anson, G. Buth, A. Eichhofer, K. Foster, G. Garab, H. Gliemann, R. Goddard, T. Javorfi, A. K. Powell, H. Rosner, T. Schimmel, Chem. Eur. J. 2005, 11, 2267-2275.
266. I. W. Hwang, M. Park, T. K. Ahn, Z. S. Yoon, D. M. Ko, D. Kim, F. Ito, Y. Ishibashi, S. R. Khan, Y. Nagasawa, H. Miyasaka, C. Keda, R. Takahashi, K. Ogawa, A. Satake, Y. Kobuke, Chem. Eur. J. 2005, 11, 3753-3761
267. F. Hajjaj, Z. S. Yoon, M. C. Yoon, J. Park, A. Satake, D. Kim, Y. Kobuke, J. Am. Chem. Soc. 2006, 128, 4612-4623.
268. C. A. Hunter, Chem. Soc. Rev. 1994, 23, 101-109.
269. E. B. Fleischer, J. M. Palmer, T. S. Srivastava, A. Chatterjee, J. Am. Chem. Soc. 1971, 93, 3162-3167.
270. O. Ohno, Y. Kaizu, H. Kobayashi, J. Chem. Phys. 1993, 99, 4128-4139
271. D. L. Akins, H.-R. Zhu, C. Guo, J. Phys. Chem. 1994, 98, 3612-3618
272. it is noteworthy that the B- and Q-transitions of 44b are, similar to those for metalloporphyrins, degenerate and polarized orthogonally. Upon aggregation, however, the degeneracy is lifted and different slipping angle dependencies arise for the transitions polarized parallel and orthogonal to the aggregate axis.
273. L. P. F. Aggarwal, I. E. Borissevitch, Spectrochim. Acta Part A 2006, 63, 227-233.
274. J. M. Ribo, J. Crusats, F. Sague, J. Claret, R. Rubires, Science 2001, 292, 2063-2066
275. R. Rubires, J.-A. Farrera, J. M. Ribó, Chem. Eur. J. 2001, 7, 436-446.
276. A. S. R. Koti, J. Taneja, N. Periasamy, Chem. Phys. Lett. 2003, 375, 171-176.
277. V. Gulbinas, R. Karpicz, R. Augulis, R. Rotomskis, Chem. Phys. 2007, 332, 255-261.
278. H. Kano, T. Saito, T. Kobayashi, J. Phys. Chem. B 2001, 105, 413-419.
279. A. D. Schwab, D. E. Smith, C. S. Rich, E. R. Young, W. F. Smith, J. C. de Paula, J. Phys. Chem. B 2003, 107, 11339-11345.
280. K. Hosomizu, M. Oodoi, T. Umeyama, Y. Matano, K. Yoshida, S. Isoda, M. Isosomppi, N. V. Tkachenko, H. Lemmetyinen, H. Imahori, J. Phys. Chem. B 2008, 112, 16517-16524.
281. Z. Wang, C. J. Medforth, J. A. Shelnutt, J. Am. Chem. Soc. 2004, 126, 15954-15955.
282. T. Yamaguchi, T. Kimura, H. Matsuda, T. Aida, Angew. Chem. 2004, 116, 6510-6515
283. Angew. Chem. Int. Ed. 2004, 43, 6350-6355.
284. Phthalocyanines - Properties and Applications, Vol. 1-4 (Eds.:, C. C. Leznoff, A. B. P. Lever,), VCH, New York, 1989
285. A. W. Snow, in The Porphyrin Handbook, Vol. 17 (Eds.:, K. Kadish, K. M. Smith, R. Guillard,), Academic Press, New York, 2003, pp. 129-176.
286. H. Isago, Chem. Commun. 2003, 1864-1865.
287. K. Kameyama, M. Morisue, A. Satake, Y. Kobuke, Angew. Chem. 2005, 117, 4841-4844
288. Angew. Chem. Int. Ed. 2005, 44, 4763-4766
289. F. Cong, J. Li, C. Ma, J. Gao, W. Duan, X. Du, Spectrochim. Acta Part A 2008, 71, 1397-1401.
290. W. Herbst, K. Hunger, Industrial Organic Pigments, 2 nd ed., VCH, Weinheim, 1997
291. High Performance Pigments, 2 nd ed., (Eds.: E. B. Faulkner, R. J. Schwartz,), Wiley-VCH, Weinheim, 2009
292. P. Erk, H. Hengelsberg, in Handbook of Porphyrins and Phthalocyanines, Vol. 19, (Eds.:, K. Kadish, R. Guillard, K. M. Smith,), Elsevier, Amsterdam, 2003.
293. K. Y. Law, Chem. Rev. 1993, 93, 449-486.
294. W. Hiller, J. Strähle, W. Kobel, M. Hanack, Z. Kristallogr. 1982, 159, 173-118
295. K. Oka, O. Okada, K. Nukada, Jpn. J. Appl. Phys. 1992, 31, 2181-2184.
296. J. Mizuguchi, H. Yamakami, Y. Kojima, C. Sasaki, Y. Osano, J. Imaging Sci. Technol. 2003, 47, 25-29.
297. For a general review on perylene bisimides, see, F. Würthner, Chem. Commun. 2004, 1564-1579.
298. F. Graser, E. Hädicke, Liebigs Ann. Chem. 1984, 483-494
299. P. M. Kazmaier, R. J. Hoffmann, J. Am. Chem. Soc. 1994, 116, 9684-9691
300. H.-M. Zhao, J. Pfister, V. Settels, M. Renz, M. Kaupp, V. C. Dehm, F. Würthner, R. F. Fink, B. Engels, J. Am. Chem. Soc. 2009, 131, 15660-15668.
301. V. Dehm, F. Würthner, unpublished results.
302. The solid-state fluorescence properties of swallow-tail PBIs, for example, 47a, b, were already recognized:, L. Langhals, S. Demmig, T. Potrawa, J. Prakt. Chem. 1991, 333, 733-748
303. for morphological studies on related molecules to 47a, b, see, A. Wicklein, A. Lang, M. Muth, M. Thelakkat, J. Am. Chem. Soc. 2009, 131, 14442-14453.
304. Z. Chen, V. Stepanenko, V. Dehm, P. Prins, L. D. A. Siebbeles, J. Seibt, P. Marquetand, V. Engel, F. Würthner, Chem. Eur. J. 2007, 13, 436-449.
305. R. Fink, J. Seibt, V. Engel, M. Renz, M. Kaupp, S. Lochbrunner, H.-M. Zhao, J. Pfister, F. Würthner, B. Engels, J. Am. Chem. Soc. 2008, 130, 12858-12859.
306. F. Würthner, C. Thalacker, S. Diele, C. Tschierske, Chem. Eur. J. 2001, 7, 2245-2253.
307. Evidence for J-aggregating PBI molecules in a lyotropic liquid-crystalline phase was reported earlier:, L. B.-Å. Johansson, H. Langhals, Spectrochim. Acta Part A 1991, 47, 857-861.
308. A. Eisfeld, J. S. Briggs, Chem. Phys. Lett. 2007, 446, 354-358
309. A. Eisfeld, J. S. Briggs, Phys. Rev. Lett. 2006, 96, 113003
310. A. Eisfeld, J. S. Briggs, Chem. Phys. 2002, 281, 61-70.
311. E. H. A. Beckers, S. C. J. Meskers, A. P. H. J. Schenning, Z. Chen, F. Würthner, R. A. J. Janssen, J. Phys. Chem. A 2004, 108, 6933-6937.
312. Z. Chen, U. Baumeister, C. Tschierske, F. Würthner, Chem. Eur. J. 2007, 13, 450-465.
313. T. E. Kaiser, H. Wang, V. Stepanenko, F. Würthner, Angew. Chem. 2007, 119, 5637-5640
314. Angew. Chem. Int. Ed. 2007, 46, 5541-5544
315. T. E. Kaiser, V. Stepanenko, F. Würthner, J. Am. Chem. Soc. 2009, 131, 6719-6732.
316. A. R. A. Palmans, E. W. Meijer, Angew. Chem. 2007, 119, 9106-9126
317. Angew. Chem. Int. Ed. 2007, 46, 8948-8968.
318. T. E. Kaiser, I. G. Scheblykin, D. Thomsson, F. Würthner, J. Phys. Chem. B 2009, 113, 15836-15842.
319. H. Lin, R. Camacho, Y. Tian, T. E. Kaiser, F. Würthner, I. G. Scheblykin, Nano Lett. 2010, 10, 620-626.
320. D. Kurrle, J. Pflaum, Appl. Phys. Lett. 2008, 92, 133306.
321. M. Gsänger, J. H. Oh, M. Könemann, H. W. Höffken, A.-M. Krause, Z. Bao, F. Würthner, Angew. Chem. 2010, 122, 752-755
322. Angew. Chem. Int. Ed. 2010, 49, 740-743.
323. X.-Q. Li, V. Stepanenko, Z. Chen, P. Prins, L. D. A. Siebbeles, F. Würthner, Chem. Commun. 2006, 3871-3873.
324. F. Würthner, C. Bauer, V. Stepanenko, S. Yagai, Adv. Mater. 2008, 20, 1695-1698.
325. A. Wicklein, S. Ghosh, M. Sommer, F. Würthner, M. Thelakkat, ACS Nano 2009, 3, 1107-1114.
326. S. Ghosh, X.-Q. Li, V. Stepanenko, F. Würthner, Chem. Eur. J. 2008, 14, 11343-11357.
327. X.-Q. Li, X. Zhang, S. Ghosh, F. Würthner, Chem. Eur. J. 2008, 14, 8074-8078.
328. X. Yang, X. Xu, H.-F. Ji, J. Phys. Chem. B 2008, 112, 7196-7202
329. B. Jancy, S. K. Asha, Chem. Mater. 2008, 20, 169-181.
330. F. Würthner, C. Thalacker, A. Sautter, Adv. Mater. 1999, 11, 754-758
331. F. Würthner, C. Thalacker, A. Sautter, W. Schärtl, W. Ibach, O. Hollricher, Chem. Eur. J. 2000, 6, 3871-3885
332. C. Thalacker, F. Würthner, Adv. Funct. Mater. 2002, 12, 209-218.
333. A. P. H. J. Schenning, J. v. Herrikhuyzen, P. Jonkheijm, Z. Chen, F. Würthner, E. W. Meijer, J. Am. Chem. Soc. 2002, 124, 10252-10253
334. F. Würthner, Z. Chen, F. J. M. Hoeben, P. Osswald, C.-C. You, P. Jonkheijm, J. von Herrihuyzen, A. P. H. J. Schenning, P. P. A. M. van der Schoot, E. W. Meijer, E. H. A. Beckers, S. C. J. Meskers, R. A. J. Janssen, J. Am. Chem. Soc. 2004, 126, 10611-10618
335. E. H. A. Beckers, S. C. J. Meskers, A. P. H. J. Schenning, Z. Chen, F. Würthner, P. Marsal, D. Beljonne, J. Cornil, R. A. J. Janssen, J. Am. Chem. Soc. 2006, 128, 649-657
336. E. H. A. Beckers, Z. Chen, S. C. J. Meskers, P. Jonkheijm, A. P. H. J. Schenning, X.-Q. Li, P. Osswald, F. Würthner, J. Phys. Chem. B 2006, 110, 16967-16978
337. F. J. M. Hoeben, J. Zhang, C. C. Lee, M. J. Pouderoijen, M. Wolffs, F. Würthner, A. P. H. J. Schenning, E. W. Meijer, S. De Feyter, Chem. Eur. J. 2008, 14, 8579-8589.
338. S. Yagai, S. Hamamura, H. Wang, V. Stepanenko, T. Seki, K. Unoike, Y. Kikkawa, T. Karatsu, A. Kitamura, F. Würthner, Org. Biomol. Chem. 2009, 7, 3926-3929.
339. S. Yagai, T. Seki, T. Karatsu, A. Kitamura, F. Würthner, Angew. Chem. 2008, 120, 3415-3419
340. Angew. Chem. Int. Ed. 2008, 47, 3367-3371.
341. J. T. Beatty, J. Overmann, M. T. Lince, A. K. Manske, A. S. Lang, R. E. Blankenship, C. L. Van Dover, T. A. Martinson, F. G. Plumley, Proc. Natl. Acad. Sci. USA 2006, 105, 9306-9320.
342. S. Kirstein, H. von Berlepsch, C. Böttcher, Int. J. Photoenergy 2006, 5, 7
343. D. M. Eisele, H. v. Berlepsch, C. Böttcher, K. J. Stevenson, D. A. Vanden Bout, S. Kirstein, J. P. Rabe, J. Am. Chem. Soc. 2010, 132, 2104-2105.
344. C. Königstein, R. Bauer, Int. J. Hydrogen Energy 1993, 18, 735-741
345. C. Königstein, M. Neumann-Spallart, R. Bauer, Electrochim. Acta 1998, 43, 2435-2445.
346. S. Liu, W. M. Wang, A. L. Briseno, S. C. B. Mannsfeld, Z. Bao, Adv. Mater. 2009, 21, 1217-1232.
347. J. Zhao, L. J. Sherry, G. C. Schatz, R. P. Van Duyne, IEEE J. Quantum Electron. Sel. 2008, 14, 1418-1429
348. N. T. Fofang, T.-H. Park, O. Neumann, N. A. Mirin, P. Nordlander, N. J. Halas, Nano Lett. 2008, 8, 3481-3487
349. G. A. Wurtz, P. R. Evans, W. Hendren, R. Atkinson, W. Dickson, R. J. Pollard, A. V. Zayats, Nano Lett. 2007, 7, 1297-1303
350. A. Salomon, C. Genet, T. W. Ebbesen, Angew. Chem. 2009, 121, 8904-8907
351. Angew. Chem. Int. Ed. 2009, 48, 8748-8751.
352. M. Vacha, M. Furuki, L. S. Pu, K. Hashizume, T. Tani, J. Phys. Chem. B 2001, 105, 12226-12229
353. P. Michetti, G. C. La Rocca, Phys. Status Solidi B 2008, 245, 1055-1058.
354. J. R. Tischler, M. S. Bradley, V. Bulovic, Phys. Rev. Lett. 2005, 95, 036401.
355. J. R. Tischler, M. S. Bradley, Q. Zhang, T. Atay, A. Nurmikk, V. Bulovic, Org. Electron. 2007, 8, 94-113.