New Polyalkynyl Dendrons and Dendrimers: "Click" Chemistry with Azidomethylferrocene and Specific Anion and Cation Electrochemical Sensing Properties of the 1,2,3-Triazole-Containing Dendrimers

Jérémy Camponovo; Jaime Ruiz; Eric Cloutet; Didier Astruc

doi:10.1002/chem.200801999

New Polyalkynyl Dendrons and Dendrimers: "Click" Chemistry with Azidomethylferrocene and Specific Anion and Cation Electrochemical Sensing Properties of the 1,2,3-Triazole-Containing Dendrimers

Jérémy Camponovo ¹ Jaime Ruiz ¹ Eric Cloutet ^{2, 3} Didier Astruc ^{1, *}

* Auteur correspondant

1 ISM - Institut des Sciences Moléculaires

2 LCPO - Laboratoire de Chimie des Polymères Organiques

3 TEAM 4 LCPO

Abstract : The synthesis and use of the new tris-alkynyl dendrons 2 to 5 are reported, including the Williamson reaction of 5 with 9-iodo (9). 27-iodo (11), and 81-iodo (12) dendritic cores to yield 27-alkynyl (13), 81-alkynyl (14), and 243-alkynyl (15) dendrimers. So-called "click" reactions of these three dendrimers with azidomethyl ferrocene (20) give 27-ferrocenyl (16), 81-ferrocenyl (17), and 243-ferrocenyl (18) dendrimers. Electrochemical recognition of oxo-anions (H2PO4- and ATP(2-)) and Pd2+ cation has been compared using the three polyferrocenyl dendrimers. Derivatization of Pt electrodes with the dendrimers for recognition becomes more facile with increasing size of the dendrimer. This first "click" dendrimer bearing 243-ferrocenyl groups is the best one in the series to obtain robust. recyclable modified Pt electrodes, whereas previous "click" ferrocenyl dendrimers have not been suitable for this purpose.

Keywords : redox chemistry ferrocenes dendrimers click chemistry alkynes

Type de document :

Article dans une revue

Chemistry - A European Journal, Wiley-VCH Verlag, 2009, 15 (19), pp.4874-4885. 〈10.1002/chem.200801999〉

Domaine :

Chimie / Polymères

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Soumis le : mercredi 1 juillet 2009 - 17:30:25
Dernière modification le : jeudi 11 janvier 2018 - 06:28:09

New Polyalkynyl Dendrons and Dendrimers: "Click" Chemistry with Azidomethylferrocene and Specific Anion and Cation Electrochemical Sensing Properties of the 1,2,3-Triazole-Containing Dendrimers

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New Polyalkynyl Dendrons and Dendrimers: "Click" Chemistry with Azidomethylferrocene and Specific Anion and Cation Electrochemical Sensing Properties of the 1,2,3-Triazole-Containing Dendrimers

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