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Issue 7, 2007
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Substituent-dependent disassembly of self-immolative dendrimers§

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Abstract

Self-immolative dendrimers are tree-like platforms, which can spontaneously release all their end-group molecules through a single activation event at the dendrimer’s focal point. This triggering event induces domino-like fragmentations, which leads to complete disassembly of the dendrimer into its separate building blocks. In this report, we demonstrate a simple approach to control the disassembly-rate of self-immolative dendrimers. Two types of dendrons were synthesized. One with a methyl substituent on the benzene building-block and the other with ethylcarboxy-ester. The dendrons (first- and second-generation) with electron-withdrawing substituents showed approximately 30 times faster disassembly-rate than dendrons with methyl substituents.

Graphical abstract: Substituent-dependent disassembly of self-immolative dendrimers

  • This article is part of the themed collection: Dendrimers
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Supplementary files

Article information


Submitted
30 Oct 2006
Accepted
08 Jan 2007
First published
15 Feb 2007

New J. Chem., 2007,31, 1307-1312
Article type
Paper

Substituent-dependent disassembly of self-immolative dendrimers

R. Perry, R. J. Amir and D. Shabat, New J. Chem., 2007, 31, 1307
DOI: 10.1039/B615762A

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