Host molecule (Receptor) Guest molecules (Substrate) Hydrogen bonding ϑ%ϑ Stacking interactions Electrostactic interactions (ion-ion, ion-dipole, dipole-dipole) Van der Walls forces Hydrophobic/solvatophobic interactions Coordination bonds (Metal-donor bonds) M 1 -Nanos ci en c e s
Reversibility:- The thermodynamic equilibrium can be reached - Dynamic architectures - Change in constitution, shape, properties - Capacity of error correction (not available for fully covalent systems)
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M 1 -Nanos ci en c e s
5
Shape, size, proper ti e s (chemical, photochemical, redox, )
"Building blocks": -Complexing molecules -Redox units -Photosensitive molecules -Conjugated or saturated molecules -Carbon nanotubes, fullerenes R -Molecules that can be attached onto a surface -
From very simple to very complex Only limited by imagination and organic synthesis !!
M 1 -Nanos ci en c e s
7
Fe
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O O O O O O
N N
Light absorbed OOO N O O
No Light emitted
Self R assembly
O Light absorbed O O O
Light emitted M 1 -Nanos ci en c e s
P h o t o ch emi ca l sensing a nd dete c t i on
A. P. De Silva, S. A. De Silva, J. Chem. Soc, Chem. Commun ., 1986 , 1709
8
N N Zn N N
R
R
N N Zn F N N e G R'NH R HNR' R Gues ecies NN e (neutraltsmpolecule) R F R Zn NN
N N Zn N N
Fe
NH
G R NN Zn NN
self-assembly
Fe
N H
R Dynamic system R Supramolecular structure Application: electrochemical detection of guest molecules 04/03/2008 (dimer) C. Buche M r 1 , -C N . a n H o . s c D i e n v c il e l s ers, J.-C. Moutet, G. Royal, E. Saint-Aman. 9 Chem. Commun., 2003 , 888-889.
Cyclodextrins HOO O OH O HO OH O HO HO HO O OHO Lipophilic OOH HO cavity OH OOH OH OH O HO OH O HO O O OH Hydrophilic periphery
=
H 3 COSO NH N OOH
NH O O NH 2 N N H 2 N N N O OHNNHN N O O H 2 N
Solubilization of R. Breslow, Acc. Chem. Res. 1995 , 28 , 146 organic compounds Y. Fukazawa et al ., Tetrahedron. Lett., 2001 , 42 , 3203 (drugs ) in w M a 1 t -e N r anos ci e J n . c T e . s Rademacher, C. Czarnick, JACS , 1993 , 3 1 0 0 18