Web Release Date: January 5,
Cross Olefin Metathesis for the Selective Functionalization, Ferrocenylation, and Solubilization in Water of Olefin-Terminated Dendrimers, Polymers, and Gold Nanoparticles and for a Divergent Dendrimer Construction
tia Ornelas,
and
Institut des Sciences Moléculaires, UMR CNRS N
5255, Université Bordeaux I, 351 Cours de
la Libération, 33405 Talence Cedex, France, and LCPO, UMR CNRS N 5629, Université
Bordeaux I, 33405 Talence Cedex, France
Received September 25, 2007
Abstract:
Olefin cross metathesis was used to efficiently functionalize polyolefin dendrimers, polymers, and gold nanoparticles using the second-generation Grubbs catalyst. In these structures, the tethers were lengthened to prevent the facile cross metathesis that otherwise predominates in polyolefin dendrimers having short tethers. This synthetic strategy allows the one-step access to polyacid, polyester, and polyferrocenyl structures from polyolefins. Cross metathesis is also used to efficiently achieve an iterative divergent dendritic construction. All the cross metathesis reactions were monitored by 1H NMR showing the chemio-, regio-, and stereoselectivity. MALDI-TOF mass spectrometry was a very useful technique to confirm the efficiency of this synthetic strategy.
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