Abstract
3,3’,5,5’-Tetramethoxyazobenzene and related meta-substituted azobenzene dendrimers show the first evidence of the dendritic effect on trans-to-cis photoisomerization; the thermodynamic parameters for cis-to-trans isomerization have been determined.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Notes and References
L.-X. Liao, D. M. Junge and D. V. McGrath, Photochromic dendrimers containing six azobenzenes Macromolecules 2002 35 319–322.
D. Grebel-Koehler, D. Liu, S. D. Feyter, V. Enkelmann, T. Weil, C. Engels, C. Samyn, K. Müllen, F. C. de Schryver, Synthesis and photomodulation of rigid polyphenylene dendrimers with an azobenzene core Macromolecules 2003 36 578–590.
D. M. Junge and D. V. McGrath, Photoresponsive dendrimers Chem. Commun. 1997 857–858.
D. M. Junge and D. V. McGrath, Photoresponsive azobenzene-containing dendrimers with multiple discrete states J. Am. Chem. Soc. 1999 121 4912–4913.
D. L. Jiang and T. Aida, Photoisomerization in dendrimers by harvesting of low-energy photons Nature 1997 388 454–456.
M. Uda, T. Mizutani, J. Hayakawa, A. Momotake, M. Ikegami, R. Nagahata and T. Arai, Photoisomerization of stilbene dendrimers: the need for a volume-conserving isomerization mechanism Photochem. Photobiol. 2002 76 596–605.
J. Hayakawa, A. Momotake and T. Arai, Water-soluble stilbene dendrimers Chem. Commun. 2003 94–95.
J. A. Hyatt, Stereospecific synthesis of cis-azobenzenes Tetrahedron Lett. 1977 2 141–142.
A. Alberti, N. Bedogni, M. Benaglia, R. Leardini, D. Nanni, G. F. Pedulli, A. Tundo and G. Zanardi, Reaction of azobenzenes with tributyltin hydride J. Org. Chem. 1992 57 607–613.
J. P. Otruba III and R. G. Weiss, Liquid crystalline solvents as mechanistic probes. 11. The syn-anti thermal isomerization mechanism of some low-“bipolarity” azobenzenes J. Org. Chem. 1983 48 3448–3453.
T. Asano, T. Okada, S. Shinkai, K. Shigematsu, Y. Kusano and O. Manabe, Temparature and pressure dependences of thermal cis-to-trans isomerization of azobenzene which exidence an inversion mechanism J. Am. Chem. Soc. 1981 103 5161–5165.
N. Nishimura, T. Sueyoshi, H. Yamanaka, E. Imai, S. Yamamoto and S. Hasegawa, thermal cis-to-trans isomerization of substituted azobenzenes II. Substituent and solvent effects Bull. Chem. Soc. Jpn. 1976 49 1381–1387.
Y. Kuriyama and S. Oishi, Mechanism of thermal isomerization of azabenzene in zeolite cavities Chem. Lett. 1999 1045–1046.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Uda, M., Momotake, A. & Arai, T. Synthesis and isomerization of azobenzene dendrimers. Photochem Photobiol Sci 2, 845–847 (2003). https://doi.org/10.1039/b305659g
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1039/b305659g