Controlled, Stepwise Syntheses of Oligomers with Modified Quinoxaline Backbones
New oligomers based on quinoxaline units were successfully synthesized through multistep reactions using Wittig coupling, affording (E)‐(quinoxalin‐2‐yl)ethene oligomers. Diverse quinoxaline‐based phosphonium salts were designed and synthesized, enabling versatility and compatibility regarding the o...
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| Veröffentlicht in: | European journal of organic chemistry 2023-02, Vol.26 (6), p.n/a |
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| container_title | European journal of organic chemistry |
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| creator | Klein, Jerome Jung, Nicole Bräse, Stefan |
| description | New oligomers based on quinoxaline units were successfully synthesized through multistep reactions using Wittig coupling, affording (E)‐(quinoxalin‐2‐yl)ethene oligomers. Diverse quinoxaline‐based phosphonium salts were designed and synthesized, enabling versatility and compatibility regarding the oligomer‐building process. The characterization of the oligomers showed excellent stereoisomer specificity, i.e., a fully E‐configurated conjugated π‐system. The oligomers’ light absorption/emission profiles indicate potential properties for an application in materials science.
(E)‐(Quinoxalin‐2‐yl)ethene oligomers with a maximum of six repetition units were successfully synthesized through multistep reactions using Wittig coupling of different quinoxaline units. |
| doi_str_mv | 10.1002/ejoc.202200764 |
| format | Article |
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(E)‐(Quinoxalin‐2‐yl)ethene oligomers with a maximum of six repetition units were successfully synthesized through multistep reactions using Wittig coupling of different quinoxaline units.</description><subject>Chemical synthesis</subject><subject>Electromagnetic absorption</subject><subject>Ethylene</subject><subject>Materials science</subject><subject>oligomerization</subject><subject>Oligomers</subject><subject>perfluoro chain</subject><subject>quinoxaline</subject><subject>Quinoxalines</subject><subject>Stereoisomerism</subject><subject>synthetic methods</subject><subject>Wittig reaction</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid>24P</sourceid><sourceid>WIN</sourceid><recordid>eNqFkD1PwzAQhi0EEqWwMltiJeXsOE48QlS-VBShgsRmpfGZuqRxiVOV_ntSFcHILe8Nz3MnvYScMxgxAH6FC1-NOHAOkEpxQAYMlIpAKjjsdxGLiKn47ZichLAAACUlG5Ai903X-rpGc0mnHa42LiCdbptujgED9ZYWtXv3S2wD3bhuTp-8cdahoc9r1_ivsnYN0puy-pj5BsMpObJlHfDsJ4fk9Xb8kt9Hk-LuIb-eRBUXXESG9WN5knIJPDElprKqpJrNEiYzo0TFDGaQga24VDbhKUIWZ9LYmEmQQsZDcrG_u2r95xpDpxd-3Tb9S83TlCsu4kz01GhPVa0PoUWrV61blu1WM9C70vSuNP1bWi-ovbBxNW7_ofX4scj_3G_BgG_x</recordid><startdate>20230206</startdate><enddate>20230206</enddate><creator>Klein, Jerome</creator><creator>Jung, Nicole</creator><creator>Bräse, Stefan</creator><general>Wiley Subscription Services, Inc</general><scope>24P</scope><scope>WIN</scope><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-5329-4135</orcidid><orcidid>https://orcid.org/0000-0001-9513-2468</orcidid><orcidid>https://orcid.org/0000-0003-4845-3191</orcidid></search><sort><creationdate>20230206</creationdate><title>Controlled, Stepwise Syntheses of Oligomers with Modified Quinoxaline Backbones</title><author>Klein, Jerome ; Jung, Nicole ; Bräse, Stefan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2424-d1111f25726025dae76cc69bb5168d94c1de8080fc269f527e08386df31606463</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Chemical synthesis</topic><topic>Electromagnetic absorption</topic><topic>Ethylene</topic><topic>Materials science</topic><topic>oligomerization</topic><topic>Oligomers</topic><topic>perfluoro chain</topic><topic>quinoxaline</topic><topic>Quinoxalines</topic><topic>Stereoisomerism</topic><topic>synthetic methods</topic><topic>Wittig reaction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Klein, Jerome</creatorcontrib><creatorcontrib>Jung, Nicole</creatorcontrib><creatorcontrib>Bräse, Stefan</creatorcontrib><collection>Wiley Online Library (Open Access Collection)</collection><collection>Wiley Online Library (Open Access Collection)</collection><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Klein, Jerome</au><au>Jung, Nicole</au><au>Bräse, Stefan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Controlled, Stepwise Syntheses of Oligomers with Modified Quinoxaline Backbones</atitle><jtitle>European journal of organic chemistry</jtitle><date>2023-02-06</date><risdate>2023</risdate><volume>26</volume><issue>6</issue><epage>n/a</epage><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>New oligomers based on quinoxaline units were successfully synthesized through multistep reactions using Wittig coupling, affording (E)‐(quinoxalin‐2‐yl)ethene oligomers. Diverse quinoxaline‐based phosphonium salts were designed and synthesized, enabling versatility and compatibility regarding the oligomer‐building process. The characterization of the oligomers showed excellent stereoisomer specificity, i.e., a fully E‐configurated conjugated π‐system. The oligomers’ light absorption/emission profiles indicate potential properties for an application in materials science.
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| subjects | Chemical synthesis Electromagnetic absorption Ethylene Materials science oligomerization Oligomers perfluoro chain quinoxaline Quinoxalines Stereoisomerism synthetic methods Wittig reaction |
| title | Controlled, Stepwise Syntheses of Oligomers with Modified Quinoxaline Backbones |
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