Vanillin and o-vanillin oligomers as models for dendrimer disassembly

Robert M. Kevwitch, Charles S. Shanahan, Dominic V Mcgrath

Research output: Contribution to journalArticle

16 Citations (Scopus)

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.

Original languageEnglish (US)
Pages (from-to)492-505
Number of pages14
JournalNew Journal of Chemistry
Volume36
Issue number2
DOIs
StatePublished - Feb 2012

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Dendrimers
Oligomers
Monomers
Spectroscopy
Ions
Molecules
2-vanillin

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Materials Chemistry

Cite this

Vanillin and o-vanillin oligomers as models for dendrimer disassembly. / Kevwitch, Robert M.; Shanahan, Charles S.; Mcgrath, Dominic V.

In: New Journal of Chemistry, Vol. 36, No. 2, 02.2012, p. 492-505.

Research output: Contribution to journalArticle

Kevwitch, Robert M. ; Shanahan, Charles S. ; Mcgrath, Dominic V. / Vanillin and o-vanillin oligomers as models for dendrimer disassembly. In: New Journal of Chemistry. 2012 ; Vol. 36, No. 2. pp. 492-505.
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