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Comptes Rendus Chimie
Volume 8, n° 8
pages 1256-1261 (août 2005)
Doi : 10.1016/j.crci.2004.11.033
Received : 23 July 2004 ;  accepted : 16 November 2004
Towards new organometallic second-order nonlinear optical materials
 

Anne-Lise Roy a, b, Murielle Chavarot a, Éric Rose a, Françoise Rose-Munch a, André-Jean Attias b, , David Kréher b, Jean-Louis Fave c, Christophe Kamierszky d
a Laboratoire de chimie organique, UMR 7611, université Pierre-et-Marie-Curie, tour 44-45, case 181, 4, place Jussieu, 75252 Paris cedex 5, France 
b Laboratoire de chimie macromoléculaire, UMR 7610, université Pierre-et-Marie-Curie, tour 44-54, case 185, 4, place Jussieu, 75252 Paris cedex 5, France 
c Groupe de physique des solides, UMR 7588, université Pierre-et-Marie-Curie, campus Boucicaut, 140, rue de Lourmel, 75015 Paris cedex 5, France 
d Alcatel, OPTO+, route de Nozay, 91460 Marcoussis, France 

*Corresponding author.
Abstract

We report on the synthesis of new organometallic donor-acceptor molecules for second-order nonlinear optics. They contain ferrocene as the donor group, cyano or tricyano-derivatized furan as the acceptor, and thiophene or 3,3′-bipyridine derivatives as π-bridge. These chromophores can be functionalized, in order to incorporate them later in polymers, covalently or not. To cite this article: A.-L. Roy et al., C. R. Chimie 8 (2005) .

The full text of this article is available in PDF format.
Résumé

Nous présentons la synthèse de nouveaux chromophores à transfert de charge unidimensionnel (push -pull ) possédant un groupement donneur d'électrons de type organométallique (ferrocène). Ces chromophores sont fonctionnalisés ou non, afin de les incorporer à terme, de façon covalente ou non, au sein de polymères. Pour citer cet article: A.-L. Roy et al., C. R. Chimie 8 (2005) .

The full text of this article is available in PDF format.

Keywords : Organometallic, Chromophore, NLO, Ferrocene, Suzuki coupling, Convergent synthesis

Mots clés : Organométallique, Chromophore, ONL, Ferrocène, Couplage de Suzuki, Synthèse convergente


1  IVa: 1H NMR (200 MHz, (CD3 )2 CO)) δ (ppm): 7.75 (d, 1H, J = 15.8 Hz); 7.35 (d, 1H, J = 4.0 Hz); 7.00 (d, 1H, J = 15.8 Hz); 6.99 (d, 1H, J = 4.0 Hz); 6.79 (d, 1H, J = 15.8 Hz); 6.62 (d, 1H, J = 15.7 Hz); 4.51 (m, 2H); 4.44 (m, 2H); 4.18 (s, 5H); 1.75 (s, 6H).IVb: 1H NMR (200 MHz, (CD3 )2 CO)) δ (ppm): 8.36 (d, 1H, J = 15.7 Hz); 7.18 (s, 1H); 7.14 (d, 1H, J = 15.9 Hz); 7.01 (d, 1H, J = 15.9 Hz); 6.76 (d, 1H, J = 15.7 Hz); 4.86 (d, 2H, J = 5.4 Hz); 4.65 (m, 2H); 4.45 (m, 2H); 4.19 (s, 5H); 1.87 (s, 6H).
2  1H NMR (200 MHz, (CD3 )2 CO)) δ (ppm): 8.84 (m, 1H); 8.78 (m, 1H); 7.97-7.90 (m, 5H); 7.83-7.69 (m, 4H); 7.10 (d, 1H, J = 15.4 Hz); 4.67 (m, 2H); 4.38 (m, 2H); 4.17 (s, 5H); 2.60 (s, 3H); 2.48 (s, 3H).


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