Triptycene Diols: A Strategy for Synthesizing Planar π Systems through Catalytic Conversion of a Poly(<i>p</i>‐phenylene ethynylene) into a Poly(<i>p</i>‐phenylene vinylene)

Brett VanVeller, Dale Robinson, Timothy M. Swager

Angewandte Chemie International Edition · 2011 · 59 citations · 28 references

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Abstract

At level best: A strategic synthesis of a new class of poly(p-phenylene vinylene)-bearing annulated alkene units from a parent poly(p-phenylene ethynylene) is described (see scheme). The gold-mediated cycloisomerization reaction of alkynes with appended hydroxy-group reacting partners delivers products having a stark increase in chain rigidity and planarity, as evidenced by pronounced photophysical changes. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

28