Synthesis of fused heterocyclic systems via the Mallory photoreaction of arylthienylethenes
Photochemical oxidative cyclization of 2- and 3-thienylstilbenes (heterostilbenes) containing mono-, di- and trimethoxy groups in the benzene ring or heterocyclic fragment results in the formation of isomeric thieno-annelated polycyclic aromatic compounds demonstrating optical properties that differ...
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| Veröffentlicht in: | Photochemical & photobiological sciences 2019-12, Vol.18 (12), p.2901-2911 |
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| container_title | Photochemical & photobiological sciences |
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| creator | Dyachenko, Natalia V. Khoroshutin, Andrey V. Sotnikova, Yulia A. Karnoukhova, Valentina A. Tokarev, Sergey D. Anisimov, Alexander V. Fedorov, Yurii V. Fedorova, Olga A. |
| description | Photochemical oxidative cyclization of 2- and 3-thienylstilbenes (heterostilbenes) containing mono-, di- and trimethoxy groups in the benzene ring or heterocyclic fragment results in the formation of isomeric thieno-annelated polycyclic aromatic compounds demonstrating optical properties that differ from those of initial stilbene derivatives. The structures of cyclic products were evaluated
via
1
H and
13
C NMR, HRMS, elemental analysis and X-ray crystallography. The research was aimed to study the effect of substituents in stilbene derivatives of thiophene as well as the position of the styryl fragment in the thiophene nucleus on the occurrence of photocyclization reactions. |
| doi_str_mv | 10.1039/c9pp00289h |
| format | Article |
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via
1
H and
13
C NMR, HRMS, elemental analysis and X-ray crystallography. The research was aimed to study the effect of substituents in stilbene derivatives of thiophene as well as the position of the styryl fragment in the thiophene nucleus on the occurrence of photocyclization reactions.</description><identifier>ISSN: 1474-905X</identifier><identifier>EISSN: 1474-9092</identifier><identifier>DOI: 10.1039/c9pp00289h</identifier><identifier>PMID: 31657424</identifier><language>eng</language><publisher>Cham: Springer International Publishing</publisher><subject>Aromatic compounds ; Benzene ; Biochemistry ; Biomaterials ; Chemistry ; Crystallography ; Derivatives ; NMR ; Nuclear magnetic resonance ; Optical properties ; Photochemicals ; Physical Chemistry ; Plant Sciences ; Stilbene ; X-ray crystallography</subject><ispartof>Photochemical & photobiological sciences, 2019-12, Vol.18 (12), p.2901-2911</ispartof><rights>The Royal Society of Chemistry and Owner Societies 2019</rights><rights>Copyright Royal Society of Chemistry 2019</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c424t-172ddeef39e73bfb255eec55077e2d8d0f1379ebd1ee30ac6fbfb77721e2d57a3</citedby><cites>FETCH-LOGICAL-c424t-172ddeef39e73bfb255eec55077e2d8d0f1379ebd1ee30ac6fbfb77721e2d57a3</cites><orcidid>0000-0001-5257-6130 ; 0000-0001-7843-4157</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1039/c9pp00289h$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1039/c9pp00289h$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,777,781,27905,27906,41469,42538,51300</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31657424$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Dyachenko, Natalia V.</creatorcontrib><creatorcontrib>Khoroshutin, Andrey V.</creatorcontrib><creatorcontrib>Sotnikova, Yulia A.</creatorcontrib><creatorcontrib>Karnoukhova, Valentina A.</creatorcontrib><creatorcontrib>Tokarev, Sergey D.</creatorcontrib><creatorcontrib>Anisimov, Alexander V.</creatorcontrib><creatorcontrib>Fedorov, Yurii V.</creatorcontrib><creatorcontrib>Fedorova, Olga A.</creatorcontrib><title>Synthesis of fused heterocyclic systems via the Mallory photoreaction of arylthienylethenes</title><title>Photochemical & photobiological sciences</title><addtitle>Photochem Photobiol Sci</addtitle><addtitle>Photochem Photobiol Sci</addtitle><description>Photochemical oxidative cyclization of 2- and 3-thienylstilbenes (heterostilbenes) containing mono-, di- and trimethoxy groups in the benzene ring or heterocyclic fragment results in the formation of isomeric thieno-annelated polycyclic aromatic compounds demonstrating optical properties that differ from those of initial stilbene derivatives. The structures of cyclic products were evaluated
via
1
H and
13
C NMR, HRMS, elemental analysis and X-ray crystallography. The research was aimed to study the effect of substituents in stilbene derivatives of thiophene as well as the position of the styryl fragment in the thiophene nucleus on the occurrence of photocyclization reactions.</description><subject>Aromatic compounds</subject><subject>Benzene</subject><subject>Biochemistry</subject><subject>Biomaterials</subject><subject>Chemistry</subject><subject>Crystallography</subject><subject>Derivatives</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Optical properties</subject><subject>Photochemicals</subject><subject>Physical Chemistry</subject><subject>Plant Sciences</subject><subject>Stilbene</subject><subject>X-ray crystallography</subject><issn>1474-905X</issn><issn>1474-9092</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNpt0F1LwzAUBuAgipvTG3-AFLwRpZqPZmkuZfgFEy9UELwoaXpqO7KmJq3Qf2_G5gTxKoHz5OScF6Fjgi8JZvJKy7bFmKay2kFjkogklljS3e2dv43QgfcLjAlPpmIfjRiZcpHQZIzen4emq8DXPrJlVPYeiqiCDpzVgza1jvzgO1j66KtWUYDRozLGuiFqK9tZB0p3tW1Wb5UbTFfV0AwGAmzAH6K9UhkPR5tzgl5vb15m9_H86e5hdj2PdRihi4mgRQFQMgmC5WVOOQfQnGMhgBZpgUvChIS8IAAMKz0tAxJCUBLKXCg2QWfrvq2znz34LlvWXoMxqgHb-4wyLFOCU8EDPf1DF7Z3TZguKIpTiYlcqfO10s5676DMWlcvw4IZwdkq8uw38oBPNi37fAnFlv5kHMDFGvhQaj7A_f75T7tvL3WNFQ</recordid><startdate>20191201</startdate><enddate>20191201</enddate><creator>Dyachenko, Natalia V.</creator><creator>Khoroshutin, Andrey V.</creator><creator>Sotnikova, Yulia A.</creator><creator>Karnoukhova, Valentina A.</creator><creator>Tokarev, Sergey D.</creator><creator>Anisimov, Alexander V.</creator><creator>Fedorov, Yurii V.</creator><creator>Fedorova, Olga A.</creator><general>Springer International Publishing</general><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-5257-6130</orcidid><orcidid>https://orcid.org/0000-0001-7843-4157</orcidid></search><sort><creationdate>20191201</creationdate><title>Synthesis of fused heterocyclic systems via the Mallory photoreaction of arylthienylethenes</title><author>Dyachenko, Natalia V. ; Khoroshutin, Andrey V. ; Sotnikova, Yulia A. ; Karnoukhova, Valentina A. ; Tokarev, Sergey D. ; Anisimov, Alexander V. ; Fedorov, Yurii V. ; Fedorova, Olga A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c424t-172ddeef39e73bfb255eec55077e2d8d0f1379ebd1ee30ac6fbfb77721e2d57a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Aromatic compounds</topic><topic>Benzene</topic><topic>Biochemistry</topic><topic>Biomaterials</topic><topic>Chemistry</topic><topic>Crystallography</topic><topic>Derivatives</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Optical properties</topic><topic>Photochemicals</topic><topic>Physical Chemistry</topic><topic>Plant Sciences</topic><topic>Stilbene</topic><topic>X-ray crystallography</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dyachenko, Natalia V.</creatorcontrib><creatorcontrib>Khoroshutin, Andrey V.</creatorcontrib><creatorcontrib>Sotnikova, Yulia A.</creatorcontrib><creatorcontrib>Karnoukhova, Valentina A.</creatorcontrib><creatorcontrib>Tokarev, Sergey D.</creatorcontrib><creatorcontrib>Anisimov, Alexander V.</creatorcontrib><creatorcontrib>Fedorov, Yurii V.</creatorcontrib><creatorcontrib>Fedorova, Olga A.</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Photochemical & photobiological sciences</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dyachenko, Natalia V.</au><au>Khoroshutin, Andrey V.</au><au>Sotnikova, Yulia A.</au><au>Karnoukhova, Valentina A.</au><au>Tokarev, Sergey D.</au><au>Anisimov, Alexander V.</au><au>Fedorov, Yurii V.</au><au>Fedorova, Olga A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of fused heterocyclic systems via the Mallory photoreaction of arylthienylethenes</atitle><jtitle>Photochemical & photobiological sciences</jtitle><stitle>Photochem Photobiol Sci</stitle><addtitle>Photochem Photobiol Sci</addtitle><date>2019-12-01</date><risdate>2019</risdate><volume>18</volume><issue>12</issue><spage>2901</spage><epage>2911</epage><pages>2901-2911</pages><issn>1474-905X</issn><eissn>1474-9092</eissn><abstract>Photochemical oxidative cyclization of 2- and 3-thienylstilbenes (heterostilbenes) containing mono-, di- and trimethoxy groups in the benzene ring or heterocyclic fragment results in the formation of isomeric thieno-annelated polycyclic aromatic compounds demonstrating optical properties that differ from those of initial stilbene derivatives. The structures of cyclic products were evaluated
via
1
H and
13
C NMR, HRMS, elemental analysis and X-ray crystallography. The research was aimed to study the effect of substituents in stilbene derivatives of thiophene as well as the position of the styryl fragment in the thiophene nucleus on the occurrence of photocyclization reactions.</abstract><cop>Cham</cop><pub>Springer International Publishing</pub><pmid>31657424</pmid><doi>10.1039/c9pp00289h</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0001-5257-6130</orcidid><orcidid>https://orcid.org/0000-0001-7843-4157</orcidid><oa>free_for_read</oa></addata></record> |
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| language | eng |
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| source | SpringerLink Journals |
| subjects | Aromatic compounds Benzene Biochemistry Biomaterials Chemistry Crystallography Derivatives NMR Nuclear magnetic resonance Optical properties Photochemicals Physical Chemistry Plant Sciences Stilbene X-ray crystallography |
| title | Synthesis of fused heterocyclic systems via the Mallory photoreaction of arylthienylethenes |
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