Triptycene Diols: A Strategy for Synthesizing Planar pi Systems through Catalytic Conversion of a Poly(p-phenylene ethynylene) into a Poly(p-phenylene vinylene)
Name
Final Manuscript 201106985.pdf
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1.24 MB
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Checksum (MD5)
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Author(s)
Swager, Timothy Manning
Vanveller, Brett Steven
Robinson, Dale
Date Issued
December 2011
Journal
Angewandte Chemie International Edition
Publisher
Wiley Blackwell
Citation
VanVeller, Brett, Dale Robinson, and Timothy M. Swager. “Triptycene Diols: A Strategy for Synthesizing Planar π Systems Through Catalytic Conversion of a Poly(p-phenylene Ethynylene) into a Poly(p-phenylene Vinylene).” Angewandte Chemie International Edition 51.5 (2012): 1182–1186.
Version
Author's final manuscript
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Creative Commons Attribution-Noncommercial-Share Alike 3.0
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DOI of Published Version
https://doi.org/10.1002/anie.201106985
