Solid-phase synthesis and acidolytic degradation of sterically congested oligoether dendrons

Jeny Karabline, Moshe Portnoy

Research output: Contribution to journalArticlepeer-review

Abstract

Up to third-generation sterically crowded polyether dendrons were prepared on a solid support, using a novel building block derived from dimethyl 5-hydroxyisophthalate via O-allylation/Claisen rearrangement key steps. These dendrons underwent smooth disassembly to monomers, when subjected to acidic solution. The reason for this decomposition was traced to the increased electron density of the aromatic rings of the new monomers that destabilizes the bonds connecting the building blocks.

Original languageEnglish
Pages (from-to)4788-4794
Number of pages7
JournalOrganic and Biomolecular Chemistry
Volume10
Issue number24
DOIs
StatePublished - 28 Jun 2012

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