Bis-, tris-, and tetrakis(squaraines) linked by stilbenoid scaffolds

European Journal of Organic Chemistry

Volumn , Issue 14, 2001, Pages 2757-2763

  Gerold, Jürgen ^a   Holzenkamp, Uta ^b   Meier, Herbert ^a  

^a JOHANNES GUTENBERG UNIVERSITY   (Germany)

^b BASF SE   (Germany)

Author keywords

Conjugation; Donor acceptor systems; Squaraines; UV Vis spectroscopy

Indexed keywords

DYE; MONILIFORMIN; OLIGOSQUARAINE; RESORCINOL DERIVATIVE; SQUARAINE DERIVATIVE; SQUARIC ACID DERIVATIVE; STILBENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; LIGHT ABSORPTION; MODEL; MOLECULAR INTERACTION; POLYMERIZATION; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0034932674     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200107)2001:14<2757::aid-ejoc2757>3.0.co;2-2     Document Type: Article

References (42)

1. [1a] A. Treibs, K. Jacob, Angew. Chem. 1965, 77, 680-681;
2. Angew. Chem. Int. Ed. Engl. 1965, 4, 694-695.
3. [1b] A. H. Schmidt, Synthesis 1980, 961-994.
4. [2a] K. W. Law, Chem. Rev. 1993, 93, 449-486 and references therein.
5. [2b] R. O. Loutfy, C. K. Hsiao, P. M. Kazmaier, Photogr. Sci. Eng. 1983, 27, 5-9.
6. [2c] M. Emmelius, G. Pawlowski, H. W. Vollmann, Angew. Chem. 1989, 101, 1475-1502;
7. Angew. Chem. Int. Ed. Engl. 1989, 25, 1445-1471.
8. [3a] C.-T. Chen, S. R. Marder, L. T. Cheng, J. Chem. Soc., Chem. Commun. 1994, 259-260.
9. [3b] C.-T. Chen, S. R. Marder, L. T. Cheng, J. Am. Chem. Soc. 1994, 116, 3117-3118.
10. [3c] G. J. Ashwell, G. Gefferies, D. G. Hamilton, D. E. Lynch, M. P. S. Roberts, G. S. Bahra, C. R. Brown, Nature 1995, 375, 385-388.
11. [3d] L. S. Pu, ACS Sympos. Ser. 1991, 455, 332-342.
12. [4a] V. Ghazarossian, J. S. Pease, M. W. L. Ru, M. Laney, T. L. Tarnowski, Eur. Pat. Appl. EP 356173 A2, 1990.
13. [4b] E. Terpetschning, H. Szmacinski, A. Ozinskas, J. R. Lakowicz, Anal. Biochem. 1994, 217, 197-204.
14. [4c] B. Oswald, L. Patsenker, J. Duschl, H. Szmacinski, O. Wolfbeis, E. Terpetschning, Bioconjugate Chem. 1999, 10, 925-931.
15. H. Meier, Angew. Chem. 1992, 104, 1425-1446;
16. Angew. Chem. Int. Ed. Engl. 1992, 31, 1399-1420, and references therein.
17. [6a] H. Meier, U. Dullweber, Tetrahedron Lett. 1996, 37, 1191-1194.
18. [6b] H. Meier, U. Dullweber, J. Org. Chem. 1997, 62, 4821-4826.
19. [6c] H. Meier, R. Petermann, U. Dullweber, J. Prakt. Chem. 1998, 340, 744-754.
20. [6d] H. Meier, R. Petermann, J. Gerold, Chem. Commun. 1999, 977-978.
21. L. A. Wendling, S. K. Koster, J. E. Murray, R. West, J. Org. Chem. 1977, 42, 1126-1130.
22. [8a] K. Y. Law, F. C. Bailey, Can. J. Chem. 1993, 71, 494-505.
23. [8b] H. Chen, W. G. Herkstroeter, J. Perlstein, K. Y. Law, D. G. Whitten, J. Phys. Chem. 1994, 98, 5138-5146.
24. H. Chen, M. S. Farahat, K. Y. Law, D. G. Whitten, J. Am. Chem. Soc. 1996, 118, 2584-2594.
25. E. Alonso, D. J. Ramon, M. Yus, J. Org. Chem. 1997, 62, 417-421.
26. [6b]
27. M. W. Reed, D. J. Pollart, S. T. Perri, L. D. Foland, H. W. Moore, J. Org. Chem. 1988, 53, 2477-2482.
28. K. Liang, M. S. Farahat, J. Perlstein, K. Y. Law, D. G. Whitten, J. Am. Chem. Soc. 1997, 119, 830-831.
29. H. Nakazumi, K. Natsukawa, K. Nakai, K. Isagawa, Angew. Chem. 1994, 106, 1021-1023;
30. Angew. Chem. Int. Ed. Engl. 1994, 33, 1001-1004.
31. C. R. Chenthamarakshan, A. Ajayaghosh, Chem. Mater. 1998, 10, 1657-1663.
32. [15a] C. R. Chenthamarakshan, J. Eldo, A. Ajayaghosh, Macromolecules 1999, 32, 251-257.
33. [15b] A. Ajayaghosh, C. R. Chenthamarakshan, S. Das, M. V. George, Chem. Mater. 1997, 9, 644-646.
34. [15c] D. E. Lynch, U. Geissler, I. R. Peterson, M. Floersheimer, R. Terbrack, L. F. Chi, H. Fuchs, N. J. Calos, B. Wood, C. H. L. Kennard, G. J. Langley, J. Chem. Soc., Perkin Trans. 2 1997, 827-832;
35. D. E. Lynch, I. R. Peterson, M. Floersheimer, D. Essing, L. F. Chi, H. Fuchs, N. J. Calos, B. Wood, C. H. L. Kennard, G. J. Langley, J. Chem. Soc., Perkin Trans. 2 1998, 779-784.
36. [15d] S. J. Pomfret, A. P. Monkman, E. E. Havinga, Synth. Met. 1996, 78, 285-288.
37. See also: K. Y. Law in Organic Photochemistry (Ed.: V. Ramamurthy, K. Schanze, Marcel Dekker), New York, 1997, p. 519-584 and references therein.
38. H. Meier, M. Lehmann, Angew. Chem. 1998, 110, 666-669;
39. Angew. Chem. Int. Ed. 1998, 110, 643-645.
40. See also: F. Eiden, C. Gerstlauer, Arch. Pharm. 1981, 314, 995-1006.
41. Commercially available.
42. See also: M. Ali, K. Kondo, Y. Tsuda, Chem. Pharm. Bull. 1992, 40, 1130-1136.