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Construction of Giant Dendrimers Using a Tripodal Building Block

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Contribution from the Laboratoire de Chimie Organique et Organométallique, UMR CNRS No. 5802, Laboratoire de Physico-Chimie Moléculaire, UMR CNRS 5803, Laboratoire de Chimie des Polymères Organiques, UMR CNRS 5629, Université Bordeaux I, 33405 Talence Cedex, France, and Laboratoire de Chimie Structurale Organique et Biologique, UMR CNRS No. 7613, Université Paris VI, 4 Place Jussieu, 75252 Paris, France
Cite this: J. Am. Chem. Soc. 2003, 125, 24, 7250–7257
Publication Date (Web):May 21, 2003
Copyright © 2003 American Chemical Society

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    Giant pentane-soluble organo-silicon dendrimers have been synthesized using a triallylphenol brick according to a new divergent construction that uses a hydrosilylation−nucleophilic substitution sequence up to the ninth generation (G9). All the reactions were monitored by 1H, 13C, and 29Si NMR until G9, indicating that they were clean at the NMR accuracy until this last generation. MALDI TOF mass spectra were recorded for G1 to G4 and show the nature and amounts of defects that are intrinsic to the divergent construction. This technique and SEC (recorded up to G5) confirm the monodispersity (1.00 to 1.02) from G1 to G5. HRTEM and AFM images recorded for the high generations disclose the expected smooth dendrimer size progression and the globular shape. At G9, the theoretical number of termini (TNT) is 177 407 branches (abbreviation:  G9-177 047). It is estimated that more than 105 terminal branches are actually present in the G9 dendrimer, far beyond the De Gennes “dense-packing” limit (6000 branches), and it is believed that the branch termini turn inside the dendrimer toward the core. This is corroborated by lower reaction rates and yields for the highest generation numbers presumably due to intradendritic reactions. It is probable that the dendritic construction is limited by the density of branches inside the dendrimer, i.e., far beyond the dense-packing limit.

     LCOO, Université Bordeaux I.

     LPCM, Université Bordeaux I.


     LPCO, Université Bordeaux I.

     LCSOB, Université Paris VI.


    In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

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    400 MHz 1H, 100.6 MHz 13C, and 59.6 MHz 29Si NMR spectra for all generations (G1 to G9) of dendrimers, G0-SiCH2OH and 1H NMR spectrum of a mixture of G2-81-allyl and G0-SiCH2OH, and MALDI TOF mass spectrum of G1-27-allyl. This material is available free of charge via the Internet at

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