Optically active polyalkylthiophenes: synthesis and polymerization of chiral, symmetrically substituted, quinquethiophene monomer
A novel optically active quinquethiophene monomer bearing at the C-β position of thiophene ring a linear C6 alkyl chain and an enantiomerically pure chiral alkyl group, namely 3,3⁗-di n-hexyl-4′,3‴-di[( S)-(+)-2-methylbutyl]-2,2′:5′,2″:5″,2‴:5‴,2⁗-quinquethiophene, has been synthesized and character...
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| Veröffentlicht in: | Synthetic metals 2004-09, Vol.145 (2), p.221-227 |
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| container_title | Synthetic metals |
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| creator | Andreani, Franco Angiolini, Luigi Grenci, Valeria Salatelli, Elisabetta |
| description | A novel optically active quinquethiophene monomer bearing at the C-β position of thiophene ring a linear C6 alkyl chain and an enantiomerically pure chiral alkyl group, namely 3,3⁗-di
n-hexyl-4′,3‴-di[(
S)-(+)-2-methylbutyl]-2,2′:5′,2″:5″,2‴:5‴,2⁗-quinquethiophene, has been synthesized and characterized. The regioregular optically active polymer deriving from oxidative polymerization of the monomer has also been characterized. The spectroscopic and chiroptical properties of the polymeric derivative, in particular, indicate enhanced conjugation extension with respect to similar poly(3-alkylthiophene)s reported in the literature and the presence of supramolecular chiral conformations in the microaggregate state. |
| doi_str_mv | 10.1016/j.synthmet.2004.05.006 |
| format | Article |
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n-hexyl-4′,3‴-di[(
S)-(+)-2-methylbutyl]-2,2′:5′,2″:5″,2‴:5‴,2⁗-quinquethiophene, has been synthesized and characterized. The regioregular optically active polymer deriving from oxidative polymerization of the monomer has also been characterized. The spectroscopic and chiroptical properties of the polymeric derivative, in particular, indicate enhanced conjugation extension with respect to similar poly(3-alkylthiophene)s reported in the literature and the presence of supramolecular chiral conformations in the microaggregate state.</description><identifier>ISSN: 0379-6779</identifier><identifier>EISSN: 1879-3290</identifier><identifier>DOI: 10.1016/j.synthmet.2004.05.006</identifier><identifier>CODEN: SYMEDZ</identifier><language>eng</language><publisher>Lausanne: Elsevier B.V</publisher><subject>Applied sciences ; Chiral polythiophene ; Circular dichroism ; Exact sciences and technology ; Optical activity ; Organic polymers ; Physicochemistry of polymers ; Polymers with particular properties ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; Regioregular poly(3-alkylthiophene)s</subject><ispartof>Synthetic metals, 2004-09, Vol.145 (2), p.221-227</ispartof><rights>2004 Elsevier B.V.</rights><rights>2004 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c419t-27471d0fc22308a7be45207747ad79bff099410d4ce1220def9392fb9f6c155e3</citedby><cites>FETCH-LOGICAL-c419t-27471d0fc22308a7be45207747ad79bff099410d4ce1220def9392fb9f6c155e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.synthmet.2004.05.006$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=16103114$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Andreani, Franco</creatorcontrib><creatorcontrib>Angiolini, Luigi</creatorcontrib><creatorcontrib>Grenci, Valeria</creatorcontrib><creatorcontrib>Salatelli, Elisabetta</creatorcontrib><title>Optically active polyalkylthiophenes: synthesis and polymerization of chiral, symmetrically substituted, quinquethiophene monomer</title><title>Synthetic metals</title><description>A novel optically active quinquethiophene monomer bearing at the C-β position of thiophene ring a linear C6 alkyl chain and an enantiomerically pure chiral alkyl group, namely 3,3⁗-di
n-hexyl-4′,3‴-di[(
S)-(+)-2-methylbutyl]-2,2′:5′,2″:5″,2‴:5‴,2⁗-quinquethiophene, has been synthesized and characterized. The regioregular optically active polymer deriving from oxidative polymerization of the monomer has also been characterized. The spectroscopic and chiroptical properties of the polymeric derivative, in particular, indicate enhanced conjugation extension with respect to similar poly(3-alkylthiophene)s reported in the literature and the presence of supramolecular chiral conformations in the microaggregate state.</description><subject>Applied sciences</subject><subject>Chiral polythiophene</subject><subject>Circular dichroism</subject><subject>Exact sciences and technology</subject><subject>Optical activity</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>Polymers with particular properties</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>Regioregular poly(3-alkylthiophene)s</subject><issn>0379-6779</issn><issn>1879-3290</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><recordid>eNqFkM1OGzEUha0KpAboK1SzKSsyXHv-4q5aofIjIbGha8vxXCtOPfZge5CGHW9ek4R2ycqW9d1zrj9CvlIoKdD2clvG2aXNgKlkAHUJTQnQfiILuur4smIcjsgCqnxvu45_JicxbgGActYsyOvDmIyS1s6FVMk8YzF6O0v7Z7ZpY_y4QYfxe7FrwGhiIV2_QwYM5kUm413hdaE2Jkh7kbkh7xEOiXFax2TSlLC_KJ4m454m_JdaDN75nHJGjrW0Eb8czlPy-_rX49Xt8v7h5u7q5_1S1ZSnJevqjvagFWMVrGS3xrph0OVX2Xd8rTVwXlPoa4WUMehR84ozvea6VbRpsDol5_vcMfi8R0xiMFGhtdKhn6Jgq6qlFa0z2O5BFXyMAbUYgxlkmAUF8WZcbMW7cfFmXEAjsvE8-O3QIGMWoIN0ysT_0y2Fiu4Kfuw5zN99NhhEVAadwt4EVEn03nxU9Rc3jJ-H</recordid><startdate>20040921</startdate><enddate>20040921</enddate><creator>Andreani, Franco</creator><creator>Angiolini, Luigi</creator><creator>Grenci, Valeria</creator><creator>Salatelli, Elisabetta</creator><general>Elsevier B.V</general><general>Elsevier Science</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>H8D</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20040921</creationdate><title>Optically active polyalkylthiophenes: synthesis and polymerization of chiral, symmetrically substituted, quinquethiophene monomer</title><author>Andreani, Franco ; Angiolini, Luigi ; Grenci, Valeria ; Salatelli, Elisabetta</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c419t-27471d0fc22308a7be45207747ad79bff099410d4ce1220def9392fb9f6c155e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>Applied sciences</topic><topic>Chiral polythiophene</topic><topic>Circular dichroism</topic><topic>Exact sciences and technology</topic><topic>Optical activity</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>Polymers with particular properties</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>Regioregular poly(3-alkylthiophene)s</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Andreani, Franco</creatorcontrib><creatorcontrib>Angiolini, Luigi</creatorcontrib><creatorcontrib>Grenci, Valeria</creatorcontrib><creatorcontrib>Salatelli, Elisabetta</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Aerospace Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Synthetic metals</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Andreani, Franco</au><au>Angiolini, Luigi</au><au>Grenci, Valeria</au><au>Salatelli, Elisabetta</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Optically active polyalkylthiophenes: synthesis and polymerization of chiral, symmetrically substituted, quinquethiophene monomer</atitle><jtitle>Synthetic metals</jtitle><date>2004-09-21</date><risdate>2004</risdate><volume>145</volume><issue>2</issue><spage>221</spage><epage>227</epage><pages>221-227</pages><issn>0379-6779</issn><eissn>1879-3290</eissn><coden>SYMEDZ</coden><abstract>A novel optically active quinquethiophene monomer bearing at the C-β position of thiophene ring a linear C6 alkyl chain and an enantiomerically pure chiral alkyl group, namely 3,3⁗-di
n-hexyl-4′,3‴-di[(
S)-(+)-2-methylbutyl]-2,2′:5′,2″:5″,2‴:5‴,2⁗-quinquethiophene, has been synthesized and characterized. The regioregular optically active polymer deriving from oxidative polymerization of the monomer has also been characterized. The spectroscopic and chiroptical properties of the polymeric derivative, in particular, indicate enhanced conjugation extension with respect to similar poly(3-alkylthiophene)s reported in the literature and the presence of supramolecular chiral conformations in the microaggregate state.</abstract><cop>Lausanne</cop><cop>Amsterdam</cop><cop>New York, NY</cop><pub>Elsevier B.V</pub><doi>10.1016/j.synthmet.2004.05.006</doi><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Synthetic metals, 2004-09, Vol.145 (2), p.221-227 |
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| language | eng |
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| subjects | Applied sciences Chiral polythiophene Circular dichroism Exact sciences and technology Optical activity Organic polymers Physicochemistry of polymers Polymers with particular properties Preparation, kinetics, thermodynamics, mechanism and catalysts Regioregular poly(3-alkylthiophene)s |
| title | Optically active polyalkylthiophenes: synthesis and polymerization of chiral, symmetrically substituted, quinquethiophene monomer |
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