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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Wiley Blackwell
2012
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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. |
first_indexed | 2024-09-23T13:14:13Z |
format | Article |
id | mit-1721.1/74226 |
institution | Massachusetts Institute of Technology |
language | en_US |
last_indexed | 2024-09-23T13:14:13Z |
publishDate | 2012 |
publisher | Wiley Blackwell |
record_format | dspace |
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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