Ru-Catalyzed Isomerization Provides Access to Alternating Copolymers via Ring-Opening Metathesis Polymerization

[Image: see text] We describe an isomerization–alternating ROMP protocol that gives linear copolymers with rigorous sequence alternation. Bicyclo[4.2.0]oct-7-ene-7-carboxamides of primary amines are isomerized in the presence of (3-BrPyr)(2)Cl(2)(H(2)IMes)Ru=CHPh to the corresponding bicyclo[4.2.0]o...

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Autores principales: Tan, Li, Li, Guofang, Parker, Kathlyn A., Sampson, Nicole S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2015
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4520717/
https://www.ncbi.nlm.nih.gov/pubmed/26243969
http://dx.doi.org/10.1021/acs.macromol.5b01058
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author Tan, Li
Li, Guofang
Parker, Kathlyn A.
Sampson, Nicole S.
author_facet Tan, Li
Li, Guofang
Parker, Kathlyn A.
Sampson, Nicole S.
author_sort Tan, Li
collection PubMed
description [Image: see text] We describe an isomerization–alternating ROMP protocol that gives linear copolymers with rigorous sequence alternation. Bicyclo[4.2.0]oct-7-ene-7-carboxamides of primary amines are isomerized in the presence of (3-BrPyr)(2)Cl(2)(H(2)IMes)Ru=CHPh to the corresponding bicyclo[4.2.0]oct-1(8)-ene-8-carboxamides in which the olefinic bond is tetrasubstituted. The isomerized amides undergo alternating ring-opening metathesis polymerization with cyclohexene to provide soluble and linear copolymers with molecular weights up to ∼130 kDa. This process provides efficient entry to strictly alternating copolymers that can display diverse functional groups.
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spelling pubmed-45207172016-07-07 Ru-Catalyzed Isomerization Provides Access to Alternating Copolymers via Ring-Opening Metathesis Polymerization Tan, Li Li, Guofang Parker, Kathlyn A. Sampson, Nicole S. Macromolecules [Image: see text] We describe an isomerization–alternating ROMP protocol that gives linear copolymers with rigorous sequence alternation. Bicyclo[4.2.0]oct-7-ene-7-carboxamides of primary amines are isomerized in the presence of (3-BrPyr)(2)Cl(2)(H(2)IMes)Ru=CHPh to the corresponding bicyclo[4.2.0]oct-1(8)-ene-8-carboxamides in which the olefinic bond is tetrasubstituted. The isomerized amides undergo alternating ring-opening metathesis polymerization with cyclohexene to provide soluble and linear copolymers with molecular weights up to ∼130 kDa. This process provides efficient entry to strictly alternating copolymers that can display diverse functional groups. American Chemical Society 2015-07-07 2015-07-28 /pmc/articles/PMC4520717/ /pubmed/26243969 http://dx.doi.org/10.1021/acs.macromol.5b01058 Text en Copyright © 2015 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Tan, Li
Li, Guofang
Parker, Kathlyn A.
Sampson, Nicole S.
Ru-Catalyzed Isomerization Provides Access to Alternating Copolymers via Ring-Opening Metathesis Polymerization
title Ru-Catalyzed Isomerization Provides Access to Alternating Copolymers via Ring-Opening Metathesis Polymerization
title_full Ru-Catalyzed Isomerization Provides Access to Alternating Copolymers via Ring-Opening Metathesis Polymerization
title_fullStr Ru-Catalyzed Isomerization Provides Access to Alternating Copolymers via Ring-Opening Metathesis Polymerization
title_full_unstemmed Ru-Catalyzed Isomerization Provides Access to Alternating Copolymers via Ring-Opening Metathesis Polymerization
title_short Ru-Catalyzed Isomerization Provides Access to Alternating Copolymers via Ring-Opening Metathesis Polymerization
title_sort ru-catalyzed isomerization provides access to alternating copolymers via ring-opening metathesis polymerization
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4520717/
https://www.ncbi.nlm.nih.gov/pubmed/26243969
http://dx.doi.org/10.1021/acs.macromol.5b01058
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AT parkerkathlyna rucatalyzedisomerizationprovidesaccesstoalternatingcopolymersviaringopeningmetathesispolymerization
AT sampsonnicoles rucatalyzedisomerizationprovidesaccesstoalternatingcopolymersviaringopeningmetathesispolymerization

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