Triptycene Diols: A Strategy for Synthesizing Planar pi Systems through Catalytic Conversion of a Poly(p-phenylene ethynylene) into a Poly(p-phenylene vinylene)

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 produ...

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Main Authors: Swager, Timothy Manning, Vanveller, Brett Steven, Robinson, Dale
Other Authors: Massachusetts Institute of Technology. Department of Chemistry
Format: Article
Language:en_US
Published: Wiley Blackwell 2012
Online Access:http://hdl.handle.net/1721.1/74226
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author Swager, Timothy Manning
Vanveller, Brett Steven
Robinson, Dale
author2 Massachusetts Institute of Technology. Department of Chemistry
author_facet Massachusetts Institute of Technology. Department of Chemistry
Swager, Timothy Manning
Vanveller, Brett Steven
Robinson, Dale
author_sort Swager, Timothy Manning
collection MIT
description 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.
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spelling mit-1721.1/742262022-09-28T12:49:05Z Triptycene Diols: A Strategy for Synthesizing Planar pi Systems through Catalytic Conversion of a Poly(p-phenylene ethynylene) into a Poly(p-phenylene vinylene) Swager, Timothy Manning Vanveller, Brett Steven Robinson, Dale Massachusetts Institute of Technology. Department of Chemistry Swager, Timothy Manning Swager, Timothy Manning Vanveller, Brett Steven Robinson, Dale 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. Natural Sciences and Engineering Research Council of Canada (NSERC) National Institutes of Health (U.S.). Bioengineering Research Partnership (Grant R01 AG026240-01A1) 2012-10-24T17:01:55Z 2012-10-24T17:01:55Z 2011-12 2011-10 Article http://purl.org/eprint/type/JournalArticle 1433-7851 1521-3773 http://hdl.handle.net/1721.1/74226 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. en_US http://dx.doi.org/ 10.1002/anie.201106985 Angewandte Chemie International Edition Creative Commons Attribution-Noncommercial-Share Alike 3.0 http://creativecommons.org/licenses/by-nc-sa/3.0/ application/pdf Wiley Blackwell Prof. Swager via Erja Kajosalo
spellingShingle Swager, Timothy Manning
Vanveller, Brett Steven
Robinson, Dale
Triptycene Diols: A Strategy for Synthesizing Planar pi Systems through Catalytic Conversion of a Poly(p-phenylene ethynylene) into a Poly(p-phenylene vinylene)
title Triptycene Diols: A Strategy for Synthesizing Planar pi Systems through Catalytic Conversion of a Poly(p-phenylene ethynylene) into a Poly(p-phenylene vinylene)
title_full Triptycene Diols: A Strategy for Synthesizing Planar pi Systems through Catalytic Conversion of a Poly(p-phenylene ethynylene) into a Poly(p-phenylene vinylene)
title_fullStr Triptycene Diols: A Strategy for Synthesizing Planar pi Systems through Catalytic Conversion of a Poly(p-phenylene ethynylene) into a Poly(p-phenylene vinylene)
title_full_unstemmed Triptycene Diols: A Strategy for Synthesizing Planar pi Systems through Catalytic Conversion of a Poly(p-phenylene ethynylene) into a Poly(p-phenylene vinylene)
title_short Triptycene Diols: A Strategy for Synthesizing Planar pi Systems through Catalytic Conversion of a Poly(p-phenylene ethynylene) into a Poly(p-phenylene vinylene)
title_sort triptycene diols a strategy for synthesizing planar pi systems through catalytic conversion of a poly p phenylene ethynylene into a poly p phenylene vinylene
url http://hdl.handle.net/1721.1/74226
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