Conformational analysis, spectral and catalytic properties of 1,3-thiazolidines, ligands for acetophenone hydrosilylation with diphenylsilane
2-Aryl- and 2-furyl-4-carboxy-1,3-thiazolidines were synthesized. Their spectral properties were studied, and conformational analysis was performed. It was shown that they exist in solution as an equilibrium of neutral and zwitter-ion forms. The influence of the nature of substitutents and of their...
Gespeichert in:
| Veröffentlicht in: | Russian journal of general chemistry 2010-10, Vol.80 (10), p.2007-2021 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 2021 |
|---|---|
| container_issue | 10 |
| container_start_page | 2007 |
| container_title | Russian journal of general chemistry |
| container_volume | 80 |
| creator | Skvortsov, A. N. Uvarov, V. M. de Vekki, D. A. Studentsov, E. P. Skvortsov, N. K. |
| description | 2-Aryl- and 2-furyl-4-carboxy-1,3-thiazolidines were synthesized. Their spectral properties were studied, and conformational analysis was performed. It was shown that they exist in solution as an equilibrium of neutral and zwitter-ion forms. The influence of the nature of substitutents and of their location in a benzene ring of thiazolidines as ligands of rhodium complexes on acetophenone hydrosilylation with diphenylsilane was examined. Thiazolidines containing donor substituents in the
para
-position of the benzene ring were found to be the most effective; maximal asymmetrical induction (55%
ee
) was reached in the presence of 2-(4-methoxyphenyl)-4-carboxy-1,3-thiazolidine. |
| doi_str_mv | 10.1134/S107036321010021X |
| format | Article |
| fullrecord | <record><control><sourceid>crossref_sprin</sourceid><recordid>TN_cdi_crossref_primary_10_1134_S107036321010021X</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>10_1134_S107036321010021X</sourcerecordid><originalsourceid>FETCH-LOGICAL-c288t-d0d7e0cba85a2082fa902c4d32e741bc215c3c39bb9e9b22ab23802aa464af583</originalsourceid><addsrcrecordid>eNp9kMFKxDAQhoMouK4-gLc8wFYnSdtNj7KoKyx4UMFbmabpNku3KUlE6jv4zqa73gQvmfD_880MPyHXDG4YE-ntC4MliFxwBgyAs_cTMmM5yESIDE7jP9rJ5J-TC-93MHXlfEa-V7ZvrNtjMLbHjmJ8Rm_8gvpBq-AOUk0VhqgHo-jg7KBdMNpT21C2EEloDX7ZztSm15HrzDYSnsapFJUOdmh1b3tN27F21ptu7A7L6KcJLa3NZI9d1LHXl-Sswc7rq986J28P96-rdbJ5fnxa3W0SxaUMSQ31UoOqUGbIQfIGC-AqrQXXy5RVirNMCSWKqip0UXGOFRcSOGKap9hkUswJO85V8SLvdFMOzuzRjSWDcsqz_JNnZPiR8bG332pX7uyHi3H5f6Afe7h7xQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Conformational analysis, spectral and catalytic properties of 1,3-thiazolidines, ligands for acetophenone hydrosilylation with diphenylsilane</title><source>SpringerLink Journals</source><creator>Skvortsov, A. N. ; Uvarov, V. M. ; de Vekki, D. A. ; Studentsov, E. P. ; Skvortsov, N. K.</creator><creatorcontrib>Skvortsov, A. N. ; Uvarov, V. M. ; de Vekki, D. A. ; Studentsov, E. P. ; Skvortsov, N. K.</creatorcontrib><description>2-Aryl- and 2-furyl-4-carboxy-1,3-thiazolidines were synthesized. Their spectral properties were studied, and conformational analysis was performed. It was shown that they exist in solution as an equilibrium of neutral and zwitter-ion forms. The influence of the nature of substitutents and of their location in a benzene ring of thiazolidines as ligands of rhodium complexes on acetophenone hydrosilylation with diphenylsilane was examined. Thiazolidines containing donor substituents in the
para
-position of the benzene ring were found to be the most effective; maximal asymmetrical induction (55%
ee
) was reached in the presence of 2-(4-methoxyphenyl)-4-carboxy-1,3-thiazolidine.</description><identifier>ISSN: 1070-3632</identifier><identifier>EISSN: 1608-3350</identifier><identifier>DOI: 10.1134/S107036321010021X</identifier><language>eng</language><publisher>Dordrecht: SP MAIK Nauka/Interperiodica</publisher><subject>Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science</subject><ispartof>Russian journal of general chemistry, 2010-10, Vol.80 (10), p.2007-2021</ispartof><rights>Pleiades Publishing, Ltd. 2010</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c288t-d0d7e0cba85a2082fa902c4d32e741bc215c3c39bb9e9b22ab23802aa464af583</citedby><cites>FETCH-LOGICAL-c288t-d0d7e0cba85a2082fa902c4d32e741bc215c3c39bb9e9b22ab23802aa464af583</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S107036321010021X$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S107036321010021X$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Skvortsov, A. N.</creatorcontrib><creatorcontrib>Uvarov, V. M.</creatorcontrib><creatorcontrib>de Vekki, D. A.</creatorcontrib><creatorcontrib>Studentsov, E. P.</creatorcontrib><creatorcontrib>Skvortsov, N. K.</creatorcontrib><title>Conformational analysis, spectral and catalytic properties of 1,3-thiazolidines, ligands for acetophenone hydrosilylation with diphenylsilane</title><title>Russian journal of general chemistry</title><addtitle>Russ J Gen Chem</addtitle><description>2-Aryl- and 2-furyl-4-carboxy-1,3-thiazolidines were synthesized. Their spectral properties were studied, and conformational analysis was performed. It was shown that they exist in solution as an equilibrium of neutral and zwitter-ion forms. The influence of the nature of substitutents and of their location in a benzene ring of thiazolidines as ligands of rhodium complexes on acetophenone hydrosilylation with diphenylsilane was examined. Thiazolidines containing donor substituents in the
para
-position of the benzene ring were found to be the most effective; maximal asymmetrical induction (55%
ee
) was reached in the presence of 2-(4-methoxyphenyl)-4-carboxy-1,3-thiazolidine.</description><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><issn>1070-3632</issn><issn>1608-3350</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNp9kMFKxDAQhoMouK4-gLc8wFYnSdtNj7KoKyx4UMFbmabpNku3KUlE6jv4zqa73gQvmfD_880MPyHXDG4YE-ntC4MliFxwBgyAs_cTMmM5yESIDE7jP9rJ5J-TC-93MHXlfEa-V7ZvrNtjMLbHjmJ8Rm_8gvpBq-AOUk0VhqgHo-jg7KBdMNpT21C2EEloDX7ZztSm15HrzDYSnsapFJUOdmh1b3tN27F21ptu7A7L6KcJLa3NZI9d1LHXl-Sswc7rq986J28P96-rdbJ5fnxa3W0SxaUMSQ31UoOqUGbIQfIGC-AqrQXXy5RVirNMCSWKqip0UXGOFRcSOGKap9hkUswJO85V8SLvdFMOzuzRjSWDcsqz_JNnZPiR8bG332pX7uyHi3H5f6Afe7h7xQ</recordid><startdate>20101001</startdate><enddate>20101001</enddate><creator>Skvortsov, A. N.</creator><creator>Uvarov, V. M.</creator><creator>de Vekki, D. A.</creator><creator>Studentsov, E. P.</creator><creator>Skvortsov, N. K.</creator><general>SP MAIK Nauka/Interperiodica</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20101001</creationdate><title>Conformational analysis, spectral and catalytic properties of 1,3-thiazolidines, ligands for acetophenone hydrosilylation with diphenylsilane</title><author>Skvortsov, A. N. ; Uvarov, V. M. ; de Vekki, D. A. ; Studentsov, E. P. ; Skvortsov, N. K.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c288t-d0d7e0cba85a2082fa902c4d32e741bc215c3c39bb9e9b22ab23802aa464af583</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Skvortsov, A. N.</creatorcontrib><creatorcontrib>Uvarov, V. M.</creatorcontrib><creatorcontrib>de Vekki, D. A.</creatorcontrib><creatorcontrib>Studentsov, E. P.</creatorcontrib><creatorcontrib>Skvortsov, N. K.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of general chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Skvortsov, A. N.</au><au>Uvarov, V. M.</au><au>de Vekki, D. A.</au><au>Studentsov, E. P.</au><au>Skvortsov, N. K.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Conformational analysis, spectral and catalytic properties of 1,3-thiazolidines, ligands for acetophenone hydrosilylation with diphenylsilane</atitle><jtitle>Russian journal of general chemistry</jtitle><stitle>Russ J Gen Chem</stitle><date>2010-10-01</date><risdate>2010</risdate><volume>80</volume><issue>10</issue><spage>2007</spage><epage>2021</epage><pages>2007-2021</pages><issn>1070-3632</issn><eissn>1608-3350</eissn><abstract>2-Aryl- and 2-furyl-4-carboxy-1,3-thiazolidines were synthesized. Their spectral properties were studied, and conformational analysis was performed. It was shown that they exist in solution as an equilibrium of neutral and zwitter-ion forms. The influence of the nature of substitutents and of their location in a benzene ring of thiazolidines as ligands of rhodium complexes on acetophenone hydrosilylation with diphenylsilane was examined. Thiazolidines containing donor substituents in the
para
-position of the benzene ring were found to be the most effective; maximal asymmetrical induction (55%
ee
) was reached in the presence of 2-(4-methoxyphenyl)-4-carboxy-1,3-thiazolidine.</abstract><cop>Dordrecht</cop><pub>SP MAIK Nauka/Interperiodica</pub><doi>10.1134/S107036321010021X</doi><tpages>15</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1070-3632 |
| ispartof | Russian journal of general chemistry, 2010-10, Vol.80 (10), p.2007-2021 |
| issn | 1070-3632 1608-3350 |
| language | eng |
| recordid | cdi_crossref_primary_10_1134_S107036321010021X |
| source | SpringerLink Journals |
| subjects | Chemistry Chemistry and Materials Science Chemistry/Food Science |
| title | Conformational analysis, spectral and catalytic properties of 1,3-thiazolidines, ligands for acetophenone hydrosilylation with diphenylsilane |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-02T02%3A12%3A57IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-crossref_sprin&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Conformational%20analysis,%20spectral%20and%20catalytic%20properties%20of%201,3-thiazolidines,%20ligands%20for%20acetophenone%20hydrosilylation%20with%20diphenylsilane&rft.jtitle=Russian%20journal%20of%20general%20chemistry&rft.au=Skvortsov,%20A.%20N.&rft.date=2010-10-01&rft.volume=80&rft.issue=10&rft.spage=2007&rft.epage=2021&rft.pages=2007-2021&rft.issn=1070-3632&rft.eissn=1608-3350&rft_id=info:doi/10.1134/S107036321010021X&rft_dat=%3Ccrossref_sprin%3E10_1134_S107036321010021X%3C/crossref_sprin%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |