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Issue 2, 2012
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Vanillin and o-vanillin oligomers as models for dendrimer disassembly

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Abstract

Linear analogs have been synthesized to model disassembling dendrimers. These linear analogs provide a facile synthesis to molecules that can be used to test new trigger groups and cleavage vectors. Vanillin and o-vanillin were used as the monomer units of these analogs and two trigger groups, allyl and o-nitrobenzyl, were chosen to test the disassembly process. Allyl triggered analogs 1a–d and 3a–d and o-nitrobenzyl triggered analogs 2a–c and 4a–c showed good to excellent disassembly as followed by the evolution of p-nitrophenoxide reporter ion by UV-Visible spectroscopy. The rate and yield of disassembly was shown to depend on experimental conditions as well as length of the cleavage vector.

Graphical abstract: Vanillin and o-vanillin oligomers as models for dendrimer disassembly

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Publication details

The article was received on 30 Sep 2011, accepted on 10 Nov 2011 and first published on 08 Dec 2011


Article type: Paper
DOI: 10.1039/C1NJ20841A
New J. Chem., 2012,36, 492-505

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    Vanillin and o-vanillin oligomers as models for dendrimer disassembly

    R. M. Kevwitch, C. S. Shanahan and D. V. McGrath, New J. Chem., 2012, 36, 492
    DOI: 10.1039/C1NJ20841A

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