Summary
Bichromophoric systems with bilindione residues attached to various positions of benzene, naphthaline, biphenylene, and anthracene moieties were prepared. Their conformational analysis using NMR and UV-VIS techniques reveal arrangements in which the two bilindione chromophores are fixed in defined arrangements with respect to each other. Calculations and absorption spectra at room temperature and 77 K point to a strong dipolar coupling which leads to a recognizeable splitting of the long wavelength bands. Moreover, bilindione chromophores attached in positions α and β of a naphthalene ring behave distinctly different thus providing a means to construct chromophore systems which, although virtually identical, are different with respect to their local conformations, and accordingly to their absorption spectra.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literatur
85. Mitt.: Falk H., Grubmayr K., Marko M. (1990) Monatsh. Chem.121: 209
Gantt E., Conti S. F. (1966) J. Cell. Biol.29: 423
Schirmer T., Bode W., Huber R., Sidler W., Zuber H. (1985) J. Mol. Biol.184: 257; Schirmer T., Huber R., Schneider M, Bode W., Miller M., Hackert M. L. (1986) J. Mol. Biol.188: 651; Schirmer T., Bode W., Huber R. (1987) J. Mol. Biol.196: 677
Duerring M., Huber R., Bode W., Ruembeli R., Zuber H. (1990) J. Mol. Biol., im Druck; wir danken den Autoren für die Zusendung dieses Manuskriptes vor dessen Drucklegung sehr herzlich
Scheer H., Schneider S. (1988) Photosynthetic Light Harvesting Systems. deGruyter, Berlin
Falk H., Schoppel G. (1990) Monatsh. Chem.121: 67
Falk H., Wöss H. (1987) Monatsh. Chem.118: 1413
Falk H., Müller N., Wöss H. (1987) Monatsh. Chem.118: 1301
Falk H., Müller N., Wöss H. (1989) Monatsh. Chem.120: 35
Falk H. (1989) The Chemistry of Linear Oligopyrroles and Bile Pigments. Monatsh. Chem. [Suppl. 1]. Springer, Wien New York
Chang C. K., Abdalmuhdi I. (1983) J. Org. Chem.48: 5388
Chang C. K., Abdalmuhdi I. (1984) Angew. Chem. Int. Ed. Eng.23: 164
Fillers J. P., Ravichandran K. G., Abdalmuhdi I., Tulinsky A., Chang C. K. (1986) J. Am. Chem. Soc.108: 417
Meier H., Kobuke Y., Kugimiya S. (1989) J. Chem. Soc. Chem. Commun.1989: 923
Wilcox C. F., Grantham G. D. (1975) Tetrahedron31: 2889
s. z. B.: Lightner D. A., Gawronski J. K., Wijekoon W. M. D. (1987) J. Am. Chem. Soc.109: 6354
Guillory W. A. (1977) Introduction to Molecular Structure and Spectroscopy. Allyn & Bacon, Chapter 2
Falk H., Leodolter A., Schade G. (1978) Monatsh. Chem.109: 183
Ried W., Boden H., Ludwig U., Neidhardt H (1958) Chem. Ber.91: 2479
Akijama S., Misumi S., Nakagawa M. (1962) Bull. Chem. Soc. Jap.35: 1829
Author information
Authors and Affiliations
Additional information
Herrn Professor Dr. E. Hengge mit den besten Wünschen zum 60. Geburtstag gewidmet.
Rights and permissions
About this article
Cite this article
Falk, H., Wöss, H. Beiträge zur Chemie der Pyrrolpigmente, 86. Mitt. Darstellung, Struktur und Eigenschaften bichromophorer 10-Arylbilin-1,19-dione. Monatsh Chem 121, 317–328 (1990). https://doi.org/10.1007/BF00808934
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00808934