PowerPointPrsentation

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LIMM
Light-Induced Molecular Movements Photo-Gated
Devices
Evaluation Meeting, Kork, 22.-25.6.03
Group F. Vögtle, Kekulé-Institut, Uni versität
Bonn, Germany
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Dansylated Dendrimers (luminescent) ...
(not planar)
POPAM
A. Archut, S. Gestermann, R. Hesse, C.
Kauffmann, F. Vögtle, Synlett, 1998, 5, 546-548.
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Mix-Type-Dendrimer
N
N
N
N
N
N
N
N
N
N
N
N
N
Divergent Synthesis
N
A. Archut, S. Gestermann, R. Hesse, C. Kauffmann,
F. Vögtle, Synlett, 1998, 5, 546-548. (Kim,
Shinkai)
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Molecular Switches
trans-Azobenzenze cis-Azobenzenze (linear, no
dipole moment) (bent, dipole moment 3,5 D)
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Photoresponsive-functionalized Dendrimers
F. Vögtle et al., Chem. Ber. 1993, 126, 1161-1169.
A. Archut, F. Vögtle, in H.S. Nalwa (ed.),
Handbook of Nanostructured Materials
and Nanotechnology, Vol. 5 Organics, Polymers,
and Biological Materials, Academic Press 2000,
333-374, Dendritic Molecules - Historic
Development
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Azobenzene-Based Photoswitchable Catenanes
F. Vögtle et al., Liebigs Ann. 1995, 649-656.
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Rotaxanes with Chiral Stoppers and
Photoresponsive Central Unit
Mechanical Frequency Doubling?
C. Kauffmann, W. M. Müller, F. Vögtle, S.
Weinmann, S. Abramson, B. Fuchs, Synthesis 1999,
5, 849-853.
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Azobenzene-Functionalized Covalent Dendrimers
(E)-config.
G4
F. Vögtle et al., L. De Cola, V. Balzani et al.,
J. Am. Chem. Soc. 1998, 120, 12187-12191.
F. Vögtle et al., Liebigs Ann. 1995, 649-656 F.
Vögtle et al., Angew. Chem. Int. Ed. Engl. 1993,
32, 1295 K. Rissanen, F. Vögtle et al., Liebigs
Ann. 1995, 649-656 First crown-type azobenzene
switches S. Shinkai, O. Manabe, Top. Curr. Chem.
1984,121, 67 .
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Holographic Films from Photo-Switchable
Dendrimers
gt (like polymer), even if low mol. mass
A. Archut, F. Vögtle, L. De Cola, G. C.
Azzelini, V. Balzani, P.S. Ramanujam, R. H.
Berg, Chem. Eur. J. 1998, 4, 699-706.
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Two Chromophores
Reference compounds
V. Balzani, P. Ceroni, M. Maestri, F. Vögtle,
M.Gorka, Photochem. Photobiol. Scii. 2002, 1,
45-51 P. Ceroni, I. Laghi, M. Maestri, V.
Balzani, S. Gestermann, M. Gorka, F. Vögtle,
ibid. 2002. 26, 66-75.
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Two Chromophores interacting
trans/cis Photoisomerization t 1/2 Model Cpds.
Dendrimer favors trans
(Steric effect at the periphery?)
F. Vögtle, M.Gorka, R. Hesse, P. Ceroni, M.
Maestri, V. Balzani, Photochem. Photobiol. Sci.
2002, 1, 45-51 P. Ceroni, I. Laghi, M. Maestri,
V. Balzani, S. Gestermann, M. Gorka, F. Vögtle,
ibid. 2002,26, 66-75.
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Photoswitchable and pH-sensitive Dendrimers
(Generation 0- 5)
Dabsyl-
POPAM
H
G 4
gt dendritic sponges
A. Dirksen, E. Zuidema, R.M. Williams, L. De
Cola, C. Kauffmann, F. Vögtle, A. Roque, F. Pina,
Macromolecules 2002, 35, 2743-2747.
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Methyl Orange Dendrimers as pH-Indicator
(hours)
gt pH- and photosensitive Dendritic effect
A. Dirksen, E. Zuidema, R.M. Williams, L. De
Cola, C. Kauffmann, F. Vögtle, A. Roque, F. Pina,
Macromolecules 2002, 35, 2743-2747.
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HPLC Vögtle-group 2003
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LIMM Ferrara 7.2.2003
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LIMM Bonn 4.4.2003