Three-branched dendritic dipolar nonlinear optical chromophores, more than three times a single-strand chromophore?

Journal of Physical Chemistry B

Volumn 112, Issue 47, 2008, Pages 14751-14761

  Holtmann, Jan ^a   Walczuk, Edita ^a   Dede, Markus ^a   Wittenburg, Christian ^a   Heck, Jürgen ^a   Archetti, Graziano ^b   Wortmann, Rüdiger ^b   Kuball, Hans Georg ^b   Wang, Yan Hua ^c   Liu, Kai ^c   Luo, Yi ^c  

^a UNIVERSITY OF HAMBURG   (Germany)

^b University of Koblenz Landau   (Germany)

^c ROYAL INSTITUTE OF TECHNOLOGY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

DENDRIMERS; NUMERICAL ANALYSIS;

AB INITIO; COMPUTATIONAL PREDICTIONS; DENDRITIC ARCHITECTURES; FUTURE RESEARCHES; HYPERPOLARIZABILITY; LIMITING CASES; NEW SERIES; NLO ACTIVITIES; NONLINEAR OPTICAL CHROMOPHORES; NONLINEAR OPTICAL RESPONSES; NONPOLAR SOLUTIONS; NUMERICAL CALCULATIONS; SEMIEMPIRICAL; STRUCTURAL CHANGES;

CHROMOPHORES;

EID: 57449109538     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp802369c     Document Type: Article

References (50)

1. (a) Pereverzev, Y. V.; Prezhdo, O. V.; Dalton, L. R. Chem. Phys. Lett. 2003, 373, 207-212.
2. (b) Ma, H.; Chem, B.; Sassa, T.; Dalton, L. R.; Jen, A. K.-Y. J. Am. Chem. Soc. 2001, 123, 986-987.
3. (c) Ma, H.; Jen, A. K.-Y. Adv. Mater. 2001, 13, 1201-1205.
4. (d) Li, Z.; Qin, A.; Lam, J. W. Y.; Dong, Y.; Dong, Y.; Ye, C.; Williams, I. D.; Tang, B. Z. Macromolecules 2006, 39, 1436-1442.
5. (e) Okuno, Y.; Yokohama, S.; Mashiko, S. J. Phys. Chem. B 2001, 105, 2136-2169.
6. (f) Yamaguchi, Y.; Yokomichi, Y.; Yokohama, S.; Mashiko, S. J. Mol. Struct. 2001, 545, 187-196.
7. (a) Deng, X.; Mayeux, A.; Cai, C. J. Org. Chem. 2002, 67, 5279-5283.
8. (b) Speier, J. L.; Webster, J. A.; Barnes, G. H. J. Am. Chem. Soc. 1956, 79, 974-979.
9. (a) Lemke, R. Synthesis 1974, 359-361.
10. (b) Zhang, C.; Ren, A. S.; Wang, F.; Zhu, J.; Dalton, L. R. Chem. Mater. 1999, 11, 1966-1968.
11. Hua, J.; Luo, J.; Qin, J.; Shen, Y.; Zhans, Y.; Lu, Z. J. Mater. Chem. 2002, 12, 863-867.
12. Perkampus, H.-H. Encyclopedia of Spectroscopy; VCH: Weinheim, Germany 1995 and references cited therein.
13. This observation is validated for 3a by the results from: Jen, A. K.-Y. J. Chem. Soc., Chem. Commun. 1993, 90-92, where no deviation from linearity is reported for the EFISHG analysis in 1,4-dioxane.
14. (a) Terhune, R. W.; Maker, P. D.; Savage, C. M. Phys. Rev. Lett. 1962, 8, 404-406.
15. (b) Clays, K.; Persoons, A. Rev. Sci. Instrum. 1992, 63, 3285-3289.
16. Meyer-Friedrichsen, T.; Wong, H.; Prosenc, M. H.; Heck, J. Eur. J. Inorg. Chem. 2003, 936-946.
17. Farrell, T.; Manning, A. R.; Mitchell, G.; Heck, J.; Meyer-Friedrichsen, T.; Malessa, M.; Wittenburg, C.; Prosenc, M. H.; Cunningham, D.; McArdle, P. Eur. J. Inorg. Chem. 2002, 1677-1686.
18. Farrell, T.; Meyer-Friedrichsen, T.; Malessa, M.; Wittenburg, C.; Heck. J.; Manning, A. R. J. Organomet. Chem. 2001, 625, 32-39.
19. (a) Oudar, J. L.; Chemla, D. S. J. Chem. Phys. 1977, 66, 2664-2668.
20. (b) Hendricksx, E.; Clays, K.; Dehu, C.; Brédas, J. L. J. Am. Chem. Soc. 1995, 117, 3547-3555.
21. Wolff, J. J.; Wortmann, R. Adv. Phys. Org. Chem. 1999, 32, 121-138.
22. Stadler, S.; Dietrich, R.; Bourhill, G.; Bräuchle, C.; Pawlik, A.; Grahn, W. Chem. Phys. Lett. 1995, 247, 271-276.
23. Lambert, C.; Noll, G.; Schmälzlin, E.; Meerholz, K.; Bräuchle, C. Chem. Eur. J. 1998, 4, 2129-2135.
24. Clays, K.; Hendricks, E.; Verbiest, T.; Persoons, A. Adv. Mater. 1998, 10, 643-655.
25. (a) Wolff, J. J.; Wortmann, R. J. Prakt. Chem. 1998, 340, 99-111.
26. (b) Stadler, S.; Diedrich, R.; Bourhill, G.; Bräuchle, C. J. Phys. Chem. 1996, 100, 6927-6934.
27. (a) Liptay, W. In Excited States, Vol. 1, Dipole Moments and Polarizabilities of Molecules in Excited Electronic States; LimE. C., Ed.; Academic Press: New York, 1974; pp 129-229.
28. (b) Wortmann, R.; Elich, K.; Lebus, S.; Liptay, W.; Borowicz, P.; Grabowska, A. J. Phys. Chem. 1992, 96, 9724-9730.
29. (a) Beckmann, S.; Etzbach, K.-H.; Krämer, P.; Lukaszuk, K.; Matschiner, R.; Schmidt, A. J.; Schumacher, P.; Sens, R.; Seibold, G.; Wortmann, R.; Würthner, F. Adv. Mater. 1999, 11, 536-541.
30. (b) Würthner, F.; Thalacker, C.; Matschiner, R.; Lukaszuk, K.; Wortmann, R. Chem. Commun. 1998, 16, 1739-1740.
31. Wortmann, R. Habilitationsschrift, Mainz, 1993.
32. (a) Kasha, M. Radiat. Res. 1963, 20, 55-71.
33. (b) Harada, N.; Nakanishi, K. Circular Dichroic Spectroscopy-Exciton Coupling in Organic Stereochemisty; University Science Books: Mill Valley, CA, 1983.
34. Datta, A.; Pati, S. K. Chem.-Eur. J. 2005, 11, 4961-4969.
35. Steybe, F.; Effenberger, F.; Krämer, P.; Glama, C.; Wortmann, R. Chem. Phys. 1997, 219, 317-331.
36. Wortmann, R.; Poga, C.; Twieg, R. J.; Geletneky, C.; Moylan, C. R.; Lundquist, P. M.; DeVoe, R. G.; Cotts, P. M.; Horn, H.; Rice, J. E.; Burland, D. M. J. Chem. Phys. 1996, 105, 10637-10647.
37. Reichardt, C. Solvents and Solvent Effects in Organic Chemistry; VCH: Weinheim, Germany, 1990.
38. Liao, Y.; Firestone, K. A.; Bhattacharjee, S.; Luo, J.; Haller, M.; Hau, S.; Anderson, C. A.; Lao, D.; Eichinger, B. E.; Robinson, B. H.; Reid, P. J.; Jen, A. K.-Y.; Dalton, L. R. J. Phys. Chem. B 2006, 110, 5434-5438.
39. Würthner, F.; Archetti, G.; Schmidt, R.; Kuball, H.-G. Angew. Chem. 2008, 120, 4605-4608.
40. Dewar, M.; Thiel, W. J. Am. Chem. Soc. 1977, 99, 2338-2339.
41. Davis, L. P.; Guidry, R. M.; Williams, J. R.; Dewar, M. J. S.; Rzepa, H. S. J. Comput. Chem. 1981, 2, 433-445.
42. Becke, A. D. J. Chem. Phys. 1993, 98, 5648-5652.
43. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785-789.
44. Dunning, T. H., Jr.; Hay, P. J. in Modern Theoretical Chemistry, Vol. 3, Methods of Electronic Structure Theory; Schaefer, H. F. III, Ed.; Plenum: New York, 1976: pp 1-28.
45. Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 270-283.
46. Wadt, W. R.; Hay, P. J. J. Chem. Phys. 1985, 82, 284-298.
47. Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 299-310.
48. Binkley, J. S.; Pople, J. A.; Hehre, W. J. J. Am. Chem. Soc. 1980, 102, 939-947.
49. Gordon, M. S.; Binkley, J. S.; Pople, J. A.; Pietro, W. J.; Hehre, W. J. J. Am. Chem. Soc. 1982, 104, 2797-2803.
50. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A.; Gaussian 03. revision B.03; Gaussian, Inc.: Wallingford, CT, 2004.