The solitonic nature of the electronic structure of the ions of linear conjugated systems

Theoretical and Experimental Chemistry

Volumn 41, Issue 3, 2005, Pages 139-164

  Kachkovskii, A D ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Ukraine)

Author keywords

Conjugated systems; Electronic structure; Excited states; Ions; Quantum chemical calculations; Soliton

Indexed keywords

EID: 23944490988     PISSN: 00405760     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11237-005-0034-8     Document Type: Article

References (173)

1. J. L. Bredas, D. Belionne, J. Cornil, et al., Synth. Met., 125, 107-116 (2002).
2. A. S. Davydov, Solitons in Molecular Systems [in Russian], Naukova Dumka, Kiev (1984).
3. J. L. Bredas and G. B. Street, Accounts Chem. Revs., 18, 309-315 (1985).
4. A. O. Patil, A. J. Heeger, and F. Wudl, Chem. Rev., 88, 183-200 (1988).
5. L. M. Tolbert, Accounts Chem. Res., 25, 561-568 (1992).
6. J. R. Reimers, J. S. Craw, G. B. Bacskay, et al., Biosystems, 35, 107-111 (1995).
7. J. G. Gaudiello, G. E. Kellog, S. M. Tetrick, et al., J. Am. Chem. Soc., 111, 5259-5271 (1989).
8. V. A. Kuprievich, Teor. Éksp. Khim., 22, No. 4, 385-393 (1986).
9. A. Yu. Kon and I. A. Misurkin, Teor. Éksp. Khim., 22, No. 2, 146-153 (1986).
10. A. Yu. Kon and I. A. Misurkin, Teor. Éksp. Khim., 25, No. 4, 393-398 (1989).
11. V. D. Pokhodenko and N. F. Guba, Teor. Éksp. Khim., 30, No. 5, 241-263 (1994).
12. A. D. Kachkovskii, Usp. Khim., 66, 715-734 (1997).
13. A. A. Ishchenko, Usp. Khim., 60, 865-880 (1991).
14. N. Tyutyulkov, J. Fabian, A. Mehlhorn, et al., Polymethine Dyes. Structure and Properties, St. Kliment Ohridski Univ. Press, Sofia (1991).
15. F. Meyers, S. R. Marder, and J. W. Perry, Chemistry of Advanced Materials, L. V. Interrante, M. J. Hampden-Smith (eds.), Wiley-VCH Inc., New York, etc. (1998), pp. 207-268.
16. P. Cronstrand, Yi. Luo, and H. Ågren, Chem. Phys. Lett., 352, 262-269 (2002).
17. W. Rettig and M. Dekhtyar, Chem. Phys., 293, 75-90 (2003).
18. D. Beljonne, Z. Shuai, J. L. Bredas, et al., Chem. Phys. Lett., 279, 1-8 (1997).
19. M. Albota, D. Beljonne, J. L. Bredas, et al., Science, 281, 653-656 (1998).
20. V. M. Geskin, M. Yu. Balakina, J. Li, et al., Synth. Met, 116, 263-267 (2001).
21. A. I. Kiprianov, Color and Structure of Cyanine Dyes [in Russian], Naukova Dumka, Kiev (1979).
22. L. G. S. Brooker, Rev. Mod. Phys., 14, 275-293 (1942).
23. S. Huenig and H. Berneth, Top. Curr. Chem., 92, 1-44 (1980).
24. S. Huenig, D. Schewtzow, H. Schlaf, et al., Ann. Chem., 1436-1449 (1974).
25. S. Huenig and F. Linhard, Ann. Chem., 2116-2189 (1975).
26. S. Huenig and F. Linhard, Ann. Chem., 317-335 (1976).
27. S. Huenig and H. C. Steinmetzer, Ann. Chem., 1060-1089 (1976).
28. A. Zedler and S. Kulpe, J. Prakt. Chem., 317, 199-213 (1975).
29. Yu. L. Slominskii, S. V. Popov, I. V. Repyakh, et al., Teor. Éksp. Khim., 23, No. 6, 687-692 (1987).
30. R. Radeglia, E. Gey, K.-D. Nolte, et al., J. Prakt. Chem., 315, 586-599 (1973).
31. S. Kulpe, A. Zedler, S. Daehne, et al., J. Prakt. Chem., 315, 865-872 (1973).
32. S. Barlow, L. M. Henling, M. W. Day, et al., Chem. Commun., 1567-1568 (1999).
33. G. Orlandi, F. Zerbetto, and M. Z. Zgierski, Chem. Rev., 91, 867-891 (1991).
34. S. Daehne and R. Radeglia, Wiss. Z. Techn. Univ. (Dresden), 29, 101-107 (1980).
35. S. Daehne, Z. Chem., 168-183 (1970).
36. S. Daehne and R. Radeglia, Tetrahedron, 27, 3673-3693 (1971).
37. S. Daehne and K.-D. Nolte, J. Chem. Soc., Chem. Communs., 1056-1067 (1972).
38. S. Daehne, Science, 199, 1163-1167 (1978).
39. G. G. Dyadyusha and A. D. Kachkovskii, Ukr. Khim. Zh., 41, 1176-1181 (1975).
40. G. G. Dyadyusha and A. D. Kachkovskii, Teor. Éksp. Khim., 15, No. 2, 152-161 (1979).
41. G. G. Dyadyusha and A. D. Kachkovskii, Usp. Fotogr. Nauk, 22, 55-66 (1984).
42. G. G. Dyadyusha and M. N. Ushomirskii, Teor. Éksp. Khim., 21, No. 3, 268-279 (1985).
43. G. G. Dyadyusha and M. N. Ushomirskii, Teor. Éksp. Khim., 22, No. 2, 137-145 (1986).
44. G. G. Dyadyusha, A. D. Kachkovskii, and M. L. Dekhtyar, J. Mol. Struct., 217, 195-205 (1990).
45. A. D. Kachkovskii, G. G. Dyadyusha, and M. L. Dekhtyar, Dyes Pigments, 15, 191-202 (1991).
46. M. L. Dekhtyar, Dyes Pigments, 28, 261-274 (1995).
47. A. D. Kachkovskii, D. A. Yushchenko, and D. A. Kachkovskii, Teor. Éksp. Khim., 38, No. 6, 341-346 (2002).
48. A. D. Kachkovskii, D. A. Yushchenko, G. A. Kachkovskii, et al., Dyes Pigments, 66, 211-221 (2005).
49. H. Oeling and F. Baer, Org. Magn. Reson., 8, 623-627 (1976).
50. W. Koenig, J. Prakt. Chem., 112, 1-36 (1925).
51. R. S. Lepkowich, O. V. Przhonska, J. M. Hales, et al., Chem. Phys., 305, 259-270 (2004).
52. A. D. Kachkovskii, A. I. Tolmachev, Yu. L. Slominskii, et al., Dyes Pigments, 64, 207-216 (2005).
53. M. Matsuoka (ed.), Near-Infrared Absorbing Dyes, Plenum Press, New York (1990).
54. J. Fabian, H. Nakazumi, and M. Matsuoka, Chem. Rev., 92, 1197-1230 (1992).
55. A. I. Tolmachev, Yu. L. Slominskii, and A. A. Ischchenko, Near-Infrared Dyes for High Technology Applications, S. Daehne, U. Resh-Genge, U. Wolfbeis (eds.), Kluwer Acad. Publ., Berlin (1998), pp. 384-515.
56. A. A. Ishchenko, Structure and Luminescence Spectral Characteristics of Polymethine Dyes [in Russian], Naukova Dumka, Kiev (1994).
57. V. A. Mostovnikov, A. N. Rubinov, and M. A. Al'perovich, Zh. Prikl. Spektrosk., 20, 42-47 (1974).
58. L. Martini and G. V. Hartland, Chem. Phys. Lett., 258, 180-186 (1996).
59. T. Zhang, C. Chen, Qi Gong, et al., Chem. Phys. Lett., 298, 236-240 (1998).
60. M. Garavelli, P. Celani, F. Bernardi, et al., J. Am. Chem. Soc., 119, 11487-11494 (1997).
61. J. Quenneville, M. Ben-Nun, and T. J. Martinez, J. Photochem. Photobiol. A, 144, 229-235 (2001).
62. A. Yartsev, J.-L. Alvarez, U. Aberg, et al., Chem. Phys. Lett., 243, 281-289 (1995).
63. W. Wu, D. Danovich, A. Shurki, et al., J. Phys. Chem. A, 104, 8744-8758 (2000).
64. P. Batail, Chem. Rev., 104, 4887-4890 (2004).
65. W. P. Su, J. R. Schrieffer, and A. J. Heeger, Phys. Rev. Lett., 42, 1698-1701 (1979).
66. W. P. Su, J. R. Schrieffer, and A. J. Heeger, Phys. Rev., 22, 2099-2111 (1980).
67. J. S. Craw, J. R. Reimers, G. B. Bacskay, et al., Chem. Phys., 167, 77-99 (1992).
68. J. S. Craw, J. R. Reimers, G. B. Bacskay, et al., Chem. Phys., 167, 101-109 (1992).
69. J. R. Reimers and N. S. Hush, Chem. Phys., 176, 407-420 (1993).
70. J. R. Reimers, J. S. Craw, G. B. Bacskay, et al., Mol. Cryst. Liquid Cryst. A, 234, 51-55 (1993).
71. L. M. Tolbert and M. E. Ogle, J. Am. Chem. Soc., 112, 9519-9527 (1990).
72. L. M. Tolbert and M. E. Ogle, Synth. Met., 51, 391-393 (1992).
73. L. M. Tolbert and X. Zhao, J. Am. Chem. Soc., 119, 3253-3258 (1997).
74. J. V. Caspar, V. Ramamurthy, and D. R. Corbin, J. Am. Chem. Soc., 113, 600-610 (1991).
75. T. Bally, K. Rith, W. Tang, et al., J. Am. Chem. Soc., 114, 2440-2446 (1992).
76. T. Giamarchi, Chem. Rev., 104, 5037-5055 (2004).
77. N. F. Mott, Metal-Insulator Transitions, Taylor and Francis, London (1990).
78. J. R. Reimers and N. S. Hush, Chem. Phys., 134, 323-354 (1989).
79. J. R. Reimers and N. S. Hush, Chem. Phys., 146, 89-103 (1990).
80. D. Comoreto, D. Moses, H. Okumoto, et al., Synth. Met., 84, 539-544 (1997).
81. D. Moses, A. Dogarin, and A. J. Heeger, Synth. Met., 116, 19-22 (2001).
82. H. Seo, C. Hotta, and K. Fukuyama, Chem. Rev., 104, 5005-5036 (2004).
83. G. K. Hutchison, M. A. Ratner, and T. J. Marks, J. Am. Chem. Soc., 127, 2339-2350 (2005).
84. I. A. Misurkin and A. A. Ovchinnikov, Usp. Khim., 46, 1835-1870 (1977).
85. A. Streitwieser, Molecular Orbital Theory for Organic Chemists, Wiley, New York (1961).
86. A. V. Luzanov, Teor. Éksp. Khim., 27, No. 4, 413-426 (1991).
87. R. Carbo and J. M. Riera, A General SCF Theory, Lecture Notes in Chemistry, Springer, Berlin (1998).
88. M. J. S. Dewar, Molecular Orbital Theory for Organic Chemists, McGraw-Hill, New York (1969).
89. H. Kuhn, J. Chem. Phys., 16, 840-841 (1948).
90. H. Kuhn, J. Chem. Phys., 17, 1098-1212 (1949).
91. H. Kuhn, W. Hyber, G. Handschig, et al., J. Chem. Phys., 32, 467-470 (1960).
92. C. Kuhn and H. Kuhn, Synth. Met., 68, 173-181 (1995).
93. N. S. Bayliss, J. Chem. Phys., 16, 287-292 (1948).
94. S. Basu, J. Chem. Phys., 22, 1270-1271 (1954).
95. W. T. Simpson, J. Am. Chem. Soc., 73, 5359-5363 (1951).
96. K. Ruedenberg, J. Chem. Phys., 21, 1565-1581 (1953).
97. S. Olszewski, J. Chem. Phys., 44, 3297-3306 (1966).
98. O. D. Kachkovskii, D. A. Yushchenko, G. O. Kachkovskii, et al., Dyes Pigments, 66, 223-229 (2005).
99. J. Fabian and H. Hartmann, J. Signal AM, 2, 457-460 (1974).
100. N. Tyutyulkov, J. Petkov, O. Polansky, et al., Theor. Chim. Acta, 38, 1-8 (1975).
101. J. Fabian, H. Hartmann, and N. Tyutyulkov, J. Signal AM, 4, 101-114 (1976).
102. H. Hartmann, J. Signal AM, 7, 101-118 (1976).
103. C. A. Coulson and G. S. Rashbrooke, Proc. Cambridge Phil. Soc., 36, 193-200 (1940).
104. H. C. Longuet-Higgins, J. Chem. Phys., 18, 265-287 (1950).
105. C. A. Coulson and H. C. Longuet-Higgins, Proc. Roy. Soc. London, 191, 39-47 (1947).
106. N. Trinaismich, Semiempirical Methods for Calculation of Electronic Structure [Russian translation], J. Sigal (ed.), Vol. 1, Mir, Moscow (1980), pp. 13-46.
107. W. Grahn, Tetrahedron, 32, 1931-1939 (1976).
108. P. M. Henrichs and S. Gross, J. Am. Chem. Soc., 98, 7169-7175 (1976).
109. M. Wahnert, S. Daehne, and R. Radeglia, Adv. Mol. Relax Interact. Process, 11, 263-282 (1977).
110. J. Schaefer and E. O. Steiskal, J. Am. Chem. Soc., 98, 1031-1032 (1976).
111. M. M. Maricq, J. S. Waugh, A. G. MacDiarmid, et al., J. Am. Chem. Soc., 100, 7729-7730 (1978).
112. K. Knoll, S. A. Krouse, and R. R. Schrock, J. Am. Chem. Soc., 110, 4424-4425 (1988).
113. F. Garnier, A. Yassar, R. Hajlaoui, et al., J. Am. Chem. Soc., 115, 8716-8720 (1993).
114. D. M. Adams, J. Kerito, E. J. C. Olson, et al., J. Am. Chem. Soc., 119, 10608-10619 (1997).
115. X.-C. Li, H. Sirringhaus, F. Garnier, et al., J. Am. Chem. Soc., 120, 2206-2207 (1998).
116. S. Tretiak, V. Chernyak, and S. Mukamel, J. Am. Chem. Soc., 119, 11408-11419(1997).
117. V. H. F. Bunz, Chem. Rev., 100, 1605-1644 (2000).
118. J. A. Levitsky, J. Kim, and T. M. Swager, J. Am. Chem. Soc., 121, 1466-1472 (1999).
119. G. Pourtois, D. Beljonne, J. Cornil, et al., J. Am. Chem. Soc., 124, 4436-4447 (2002).
120. E. Neuteboom, S. C. J. Meskers, P. A. Hal, et al., J. Am. Chem. Soc., 125, 8625-8638 (2003).
121. M. Heeney, C. Bailey, K. Genericius, et al., J. Am. Chem. Soc., 127, 1078-1079 (2005).
122. M.-H. Yoon, S. A. DiBenedetto, A. Facchetti, et al., J. Am. Chem. Soc., 127, 1348-1349 (2005).
123. D. A. Scherlis and N. Marzarl, J. Am. Chem. Soc., 127, 3207-3212 (2005).
124. G. G. Dyadyusha, I. V. Repyakh, and A. D. Kachkovskii, Teor. Éksp. Khim., 20, No. 4, 398-406 (1984).
125. G. G. Dyadyusha, I. V. Repyakh, and A. D. Kachkovskii, Teor. Éksp. Khim., 22, No. 3, 347-351 (1986).
126. A. I. Kiprianov, S. G. Fridman, L. S. Pupko, and A. I. Kiprianov, Color and Structure of Cyanine Dyes [in Russian], Naukova Dumka, Kiev (1979), pp. 501-521.
127. G. G. Dyadyusha, I. V. Repyakh, and A. D. Kachkovskii, Teor. Éksp. Khim., 21, No. 2, 138-146 (1985).
128. A. D. Kachkovskii and M. L. Dekhtyar', Teor. Éksp. Khim., 28, 313-319 (1992).
129. A. D. Kachkovskii and M. L. Dekhtyar, Dyes Pigments, 30, 43-54 (1996).
130. A. D. Kachkovskii and O. A. Zhukova, Teor. Éksp. Khim., 37, No. 5, 280-284 (2001).
131. M. P. Shandura, Ye. M. Poronic, and Yu. P. Kovtun, Dyes Pigments, 66, 171-177 (2005).
132. L. Zuppiroli, A. Bieber, D. Michoud, et al., Chem. Phys. Lett., 374, 7-12 (2003).
133. V. M. Geskin, J. Cornil, and J.-L. Bredas, Phys. Lett., 403, 228-231 (2005).
134. Yu. N. Bernatskaya and A. D. Kachkovskii, Teor. Éksp. Khim., 35, No. 3, 150-154 (1999).
135. A. D. Kachkovskii, Structure and Color of Polymethine Dyes [in Russian], Naukova Dumka, Kiev (1989).
136. G. G. Dyadyusha and I. V. Repyakh, Teor. Éksp. Khim., 24, No. 2, 129-138 (1988).
137. J. Fabian and A. Melhorn, J. Mol. Struct. Theochem., 109, 17-26 (1984).
138. V. Buss, M. Schreder, and M. P. Fuelscher, Angew. Chem. Int. Ed., 40, 3189-3190 (2001).
139. A. A. Ishchenko, N. A. Derevyanko, V. M. Zubarovskii, et al., Teor. Éksp. Khim., 20, No. 4, 443-451 (1984).
140. A. A. Ishchenko, Zh. Prikl. Spektrosk., 55, 717-724 (1991).
141. A. A. Ishchenko, Quantum Electronics, 24, 471-492 (1994).
142. V. G. Plotnikov, Usp. Khim., 49, 327-361 (1980).
143. E. F. McCoy and I. J. Ross, Aust. J. Chem., 15, 573-590 (1962).
144. V. P. Klochkov, Optika Spektroskopiya, 19, 337-344 (1965).
145. V. I. Permogorov, L. A. Serdyukova, and M. D. Frank-Kamenetskii, Optika Spektroskopiya, 22, 979-981 (1967).
146. B. Genri and M. Kasha, Usp, Fiz. Nauk, 108, 113-141 (1982).
147. M. M. Awad, P. K. McCarthy, and D. Blanchard, J. Phys. Chem., 98, 1454-1458 (1994).
148. K. Schoffel, F. Dietz, and T. Krosser, Chem. Phys. Lett., 172, 187-192 (1990).
149. F. Momicchioli, L. Baraldi, and G. Berthier, Chem. Phys., 123, 103-112 (1988).
150. G. Ponterini and F. Momicchioli, Chem. Phys., 151, 111-126 (1991).
151. I. Baraldi, A. Carnevali, F. Momicchioli, et al., Spectrosc. Acta. A, 49, 471-495 (1993).
152. E. N. Kalitievskaya, T. K. Razumova, and G. M. Rubanova, Optika Spektroskopiya, 60, 272-275 (1986).
153. D. I. Berezin, G. P. Gurinovich, and F. Enikhen, Zh. Prikl. Spektrosk., 51, 932-938 (1989).
154. Yu. L. Lifanov, V. A. Kuz'min, A. V. Karyakin, et al., Izv. Akad. Nauk. SSSR, Ser. Khim., 787-790 (1973).
155. F. Dietz and S. K. Rentsch, Chem. Phys., 96, 145-151 (1985).
156. U. Mazzucato and F. Momicchioli, Chem. Rev., 91, 1679-1719 (1991).
157. B. E. Kohler, Chem. Rev., 93, 41-54 (1993).
158. A. F. Marks, A. K. Noah, and M. R. V. Sahyun, J. Photochem. Photobiol. A, 139, 143-149 (2001).
159. M. I. Demchuk, A. A. Ischchenko, Zh. A. Krasnaya, et al., Chem. Phys. Lett., 167, 774-780 (1990).
160. O. Przhonska, Yu. Slominskii, U. Stahl, et al., J. Luminescence, 69, 105-113 (1996).
161. P. Cronstrand, O. Christian, P. Norman, et al., Phys. Chem. Chem. Phys., 2, 5357-5363 (2000).
162. Y. H. Meyer, M. Pittman, and P. Plaza, J. Photochem. Photobiol. A, 114, 1-21 (1998).
163. R. Negres, O. Przhonska, D. Hagan, et al., IEEE J. on Selected Topics in Quantum Electronics, 849-863 (2001).
164. R. S. Lepkowicz, O. Przhonska, J. M. Hales, et al., Chem. Phys., 286, 277-291 (2003).
165. O. V. Przhonska, D. J. Hagan, E. Novikov, et al., Chem. Phys., 273, 235-248 (2001).
166. A. Mishra, R. K. Behera, P. K. Behera, et al., Chem. Rev., 100, 1973-2011 (2000).
167. A. D. Kachkovskii, M. Yu. Kornilov, and D. N. Shut', Teor. Éksp. Khim., 40, No. 2, 83-87 (2004).
168. Yu. P. Piryatinskii, V. G. Nazarenko, R. M. Vasyuta, et al., Teor. Éksp. Khim., 39, No. 4, 225-229 (2003).
169. A. D. Kachkovskii and O. A. Zhukova, Teor. Éksp. Khim., 36, No. 3, 162-168 (2000).
170. A. D. Kachkovski and O. O. Zhukova, Dyes Pigments, 63, 323-332 (2004).
171. A. D. Kachkovski, Dyes Pigments, 24, 171-183 (1994).
172. D. G. Krotko, K. V. Fedotov, A. D. Kachkovski, et al., Dyes Pigments, 64, 79-84 (2005).
173. Z. R. Grabowski, K. Rotkiewicz, and W. Rettig, Chem. Rev., 103, 3899-4031 (2003).