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Stereoselective photoredox ring-opening polymerization of O-carboxyanhydrides
Biodegradable polyesters with various tacticities have been synthesized by means of stereoselective ring-opening polymerization of racemic lactide and β-lactones but with limited side-chain groups. However, stereoselective synthesis of functional polyesters remains challenging from O -carboxyanhydri...
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| Published in: | Nature communications 2018-04, Vol.9 (1), p.1559-10, Article 1559 |
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| Main Authors: | , , , , , , , |
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| cites | cdi_FETCH-LOGICAL-c540t-e54dbf618acc1d78fc29a91aef8ae0ccc996456c50bb066bc8a0d778395e26ec3 |
| container_end_page | 10 |
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| creator | Feng, Quanyou Yang, Lei Zhong, Yongliang Guo, Dong Liu, Guoliang Xie, Linghai Huang, Wei Tong, Rong |
| description | Biodegradable polyesters with various tacticities have been synthesized by means of stereoselective ring-opening polymerization of racemic lactide and β-lactones but with limited side-chain groups. However, stereoselective synthesis of functional polyesters remains challenging from
O
-carboxyanhydrides that have abundant pendant side-chain functional groups. Herein we report a powerful strategy to synthesize stereoblock polyesters by stereoselective ring-opening polymerization of racemic
O
-carboxyanhydrides with the use of photoredox Ni/Ir catalysts and a selected Zn complex with an achiral ligand. The obtained stereoblock copolymers are highly isotactic with high molecular weights ( > 70 kDa) and narrow molecular weight distributions (
M
w
/
M
n
|
| doi_str_mv | 10.1038/s41467-018-03879-5 |
| format | article |
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O
-carboxyanhydrides that have abundant pendant side-chain functional groups. Herein we report a powerful strategy to synthesize stereoblock polyesters by stereoselective ring-opening polymerization of racemic
O
-carboxyanhydrides with the use of photoredox Ni/Ir catalysts and a selected Zn complex with an achiral ligand. The obtained stereoblock copolymers are highly isotactic with high molecular weights ( > 70 kDa) and narrow molecular weight distributions (
M
w
/
M
n
< 1.1), and they display distinct melting temperatures that are similar to their stereocomplex counterparts. Furthermore, in one-pot photoredox copolymerization of two different
O
-carboxyanhydrides, the use of such Zn complex mediates kinetic resolution of the comonomers during enchainment and shows a chirality preference that allows for the synthesis of gradient copolymers.
The stereoselective synthesis of polyesters has been achieved via various methods; however, all routes show limited side-chain group functionality. Here the authors synthesize stereoblock polyesters by photoredox ring-opening polymerization of racemic
O
-carboxyanhydrides that have abundant side-chain functionality.</description><identifier>ISSN: 2041-1723</identifier><identifier>EISSN: 2041-1723</identifier><identifier>DOI: 10.1038/s41467-018-03879-5</identifier><identifier>PMID: 29674720</identifier><language>eng</language><publisher>London: Nature Publishing Group UK</publisher><subject>639/638/439/890 ; 639/638/455/941 ; 639/638/455/959 ; Biodegradability ; Biodegradation ; Catalysts ; Chemical synthesis ; Chirality ; Coordination compounds ; Copolymerization ; Copolymers ; Functional groups ; Humanities and Social Sciences ; Iridium ; Isotacticity ; Lactones ; Molecular weight ; multidisciplinary ; Polyester resins ; Polyesters ; Polymerization ; Ring opening polymerization ; Science ; Science (multidisciplinary) ; Zinc</subject><ispartof>Nature communications, 2018-04, Vol.9 (1), p.1559-10, Article 1559</ispartof><rights>The Author(s) 2018</rights><rights>2018. This work is published under http://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c540t-e54dbf618acc1d78fc29a91aef8ae0ccc996456c50bb066bc8a0d778395e26ec3</citedby><cites>FETCH-LOGICAL-c540t-e54dbf618acc1d78fc29a91aef8ae0ccc996456c50bb066bc8a0d778395e26ec3</cites><orcidid>0000-0001-6294-5833 ; 0000-0001-6608-5068 ; 0000-0002-2034-9272</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.proquest.com/docview/2027570226/fulltextPDF?pq-origsite=primo$$EPDF$$P50$$Gproquest$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.proquest.com/docview/2027570226?pq-origsite=primo$$EHTML$$P50$$Gproquest$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,885,25752,27923,27924,37011,37012,44589,53790,53792,74897</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29674720$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Feng, Quanyou</creatorcontrib><creatorcontrib>Yang, Lei</creatorcontrib><creatorcontrib>Zhong, Yongliang</creatorcontrib><creatorcontrib>Guo, Dong</creatorcontrib><creatorcontrib>Liu, Guoliang</creatorcontrib><creatorcontrib>Xie, Linghai</creatorcontrib><creatorcontrib>Huang, Wei</creatorcontrib><creatorcontrib>Tong, Rong</creatorcontrib><title>Stereoselective photoredox ring-opening polymerization of O-carboxyanhydrides</title><title>Nature communications</title><addtitle>Nat Commun</addtitle><addtitle>Nat Commun</addtitle><description>Biodegradable polyesters with various tacticities have been synthesized by means of stereoselective ring-opening polymerization of racemic lactide and β-lactones but with limited side-chain groups. However, stereoselective synthesis of functional polyesters remains challenging from
O
-carboxyanhydrides that have abundant pendant side-chain functional groups. Herein we report a powerful strategy to synthesize stereoblock polyesters by stereoselective ring-opening polymerization of racemic
O
-carboxyanhydrides with the use of photoredox Ni/Ir catalysts and a selected Zn complex with an achiral ligand. The obtained stereoblock copolymers are highly isotactic with high molecular weights ( > 70 kDa) and narrow molecular weight distributions (
M
w
/
M
n
< 1.1), and they display distinct melting temperatures that are similar to their stereocomplex counterparts. Furthermore, in one-pot photoredox copolymerization of two different
O
-carboxyanhydrides, the use of such Zn complex mediates kinetic resolution of the comonomers during enchainment and shows a chirality preference that allows for the synthesis of gradient copolymers.
The stereoselective synthesis of polyesters has been achieved via various methods; however, all routes show limited side-chain group functionality. Here the authors synthesize stereoblock polyesters by photoredox ring-opening polymerization of racemic
O
-carboxyanhydrides that have abundant side-chain functionality.</description><subject>639/638/439/890</subject><subject>639/638/455/941</subject><subject>639/638/455/959</subject><subject>Biodegradability</subject><subject>Biodegradation</subject><subject>Catalysts</subject><subject>Chemical synthesis</subject><subject>Chirality</subject><subject>Coordination compounds</subject><subject>Copolymerization</subject><subject>Copolymers</subject><subject>Functional groups</subject><subject>Humanities and Social Sciences</subject><subject>Iridium</subject><subject>Isotacticity</subject><subject>Lactones</subject><subject>Molecular weight</subject><subject>multidisciplinary</subject><subject>Polyester resins</subject><subject>Polyesters</subject><subject>Polymerization</subject><subject>Ring opening polymerization</subject><subject>Science</subject><subject>Science 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Academic</collection><collection>PubMed Central (Full Participant titles)</collection><collection>Open Access: DOAJ - Directory of Open Access Journals</collection><jtitle>Nature communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Feng, Quanyou</au><au>Yang, Lei</au><au>Zhong, Yongliang</au><au>Guo, Dong</au><au>Liu, Guoliang</au><au>Xie, Linghai</au><au>Huang, Wei</au><au>Tong, Rong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Stereoselective photoredox ring-opening polymerization of O-carboxyanhydrides</atitle><jtitle>Nature communications</jtitle><stitle>Nat Commun</stitle><addtitle>Nat Commun</addtitle><date>2018-04-19</date><risdate>2018</risdate><volume>9</volume><issue>1</issue><spage>1559</spage><epage>10</epage><pages>1559-10</pages><artnum>1559</artnum><issn>2041-1723</issn><eissn>2041-1723</eissn><abstract>Biodegradable polyesters with various tacticities have been synthesized by means of stereoselective ring-opening polymerization of racemic lactide and β-lactones but with limited side-chain groups. However, stereoselective synthesis of functional polyesters remains challenging from
O
-carboxyanhydrides that have abundant pendant side-chain functional groups. Herein we report a powerful strategy to synthesize stereoblock polyesters by stereoselective ring-opening polymerization of racemic
O
-carboxyanhydrides with the use of photoredox Ni/Ir catalysts and a selected Zn complex with an achiral ligand. The obtained stereoblock copolymers are highly isotactic with high molecular weights ( > 70 kDa) and narrow molecular weight distributions (
M
w
/
M
n
< 1.1), and they display distinct melting temperatures that are similar to their stereocomplex counterparts. Furthermore, in one-pot photoredox copolymerization of two different
O
-carboxyanhydrides, the use of such Zn complex mediates kinetic resolution of the comonomers during enchainment and shows a chirality preference that allows for the synthesis of gradient copolymers.
The stereoselective synthesis of polyesters has been achieved via various methods; however, all routes show limited side-chain group functionality. Here the authors synthesize stereoblock polyesters by photoredox ring-opening polymerization of racemic
O
-carboxyanhydrides that have abundant side-chain functionality.</abstract><cop>London</cop><pub>Nature Publishing Group UK</pub><pmid>29674720</pmid><doi>10.1038/s41467-018-03879-5</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0001-6294-5833</orcidid><orcidid>https://orcid.org/0000-0001-6608-5068</orcidid><orcidid>https://orcid.org/0000-0002-2034-9272</orcidid><oa>free_for_read</oa></addata></record> |
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| language | eng |
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| subjects | 639/638/439/890 639/638/455/941 639/638/455/959 Biodegradability Biodegradation Catalysts Chemical synthesis Chirality Coordination compounds Copolymerization Copolymers Functional groups Humanities and Social Sciences Iridium Isotacticity Lactones Molecular weight multidisciplinary Polyester resins Polyesters Polymerization Ring opening polymerization Science Science (multidisciplinary) Zinc |
| title | Stereoselective photoredox ring-opening polymerization of O-carboxyanhydrides |
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