The Enantiomers of Indolino Spiro Compounds. Barriers to Thermal Cleavage of Their C(sp3)-O BOND
The enantiomers of the title compounds were separated for the first time by liquid chromatography (LC) on optically active sorbents analytically or preparatively. They were characterized mainly by their retention factors and by circular dichroism. Barriers to thermal cleavage of the C(sp 3 )-O bond...
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| Veröffentlicht in: | Molecular crystals and liquid crystals science and technology. Section A, Molecular crystals and liquid crystals Molecular crystals and liquid crystals, 1994-05, Vol.246 (1), p.215-221 |
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| container_title | Molecular crystals and liquid crystals science and technology. Section A, Molecular crystals and liquid crystals |
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| creator | Leiminer, Andreas Stephan, Barbara Mannschreck, Albrecht |
| description | The enantiomers of the title compounds were separated for the first time by liquid chromatography (LC) on optically active sorbents analytically or preparatively. They were characterized mainly by their retention factors and by circular dichroism. Barriers to thermal cleavage of the C(sp
3
)-O bond were mainly determined by a combination of polarimetry and LC without preparative enrichment of enantiomers. These Δ
#
1
−values (81.5 − 99.2 kJ/mol) are discussed with reference to substitution; it is concluded that the C-O bond in oxazines (Table IV, X =
N
B) is broken less easily than the one in pyrans (X = CH). These thermal enantiomerizations (Scheme 1) are examples of fast valence isomerizations. |
| doi_str_mv | 10.1080/10587259408037816 |
| format | Article |
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3
)-O bond were mainly determined by a combination of polarimetry and LC without preparative enrichment of enantiomers. These Δ
#
1
−values (81.5 − 99.2 kJ/mol) are discussed with reference to substitution; it is concluded that the C-O bond in oxazines (Table IV, X =
N
B) is broken less easily than the one in pyrans (X = CH). These thermal enantiomerizations (Scheme 1) are examples of fast valence isomerizations.</description><identifier>ISSN: 1058-725X</identifier><identifier>DOI: 10.1080/10587259408037816</identifier><language>eng</language><publisher>Philadelphia, PA: Taylor & Francis Group</publisher><subject>Chemistry ; Exact sciences and technology ; General and physical chemistry ; Photochemistry ; Physical chemistry of induced reactions (with radiations, particles and ultrasonics)</subject><ispartof>Molecular crystals and liquid crystals science and technology. Section A, Molecular crystals and liquid crystals, 1994-05, Vol.246 (1), p.215-221</ispartof><rights>Copyright Taylor & Francis Group, LLC 1994</rights><rights>1995 INIST-CNRS</rights><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c257t-16bb1d6592dd79d07826f9a4a9736737ce8d32a7455ffac88a28d47a3dd4a39e3</citedby><cites>FETCH-LOGICAL-c257t-16bb1d6592dd79d07826f9a4a9736737ce8d32a7455ffac88a28d47a3dd4a39e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.tandfonline.com/doi/pdf/10.1080/10587259408037816$$EPDF$$P50$$Ginformaworld$$H</linktopdf><linktohtml>$$Uhttps://www.tandfonline.com/doi/full/10.1080/10587259408037816$$EHTML$$P50$$Ginformaworld$$H</linktohtml><link.rule.ids>309,310,314,776,780,785,786,23910,23911,25119,27903,27904,59623,60412</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=3556920$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Leiminer, Andreas</creatorcontrib><creatorcontrib>Stephan, Barbara</creatorcontrib><creatorcontrib>Mannschreck, Albrecht</creatorcontrib><title>The Enantiomers of Indolino Spiro Compounds. Barriers to Thermal Cleavage of Their C(sp3)-O BOND</title><title>Molecular crystals and liquid crystals science and technology. Section A, Molecular crystals and liquid crystals</title><description>The enantiomers of the title compounds were separated for the first time by liquid chromatography (LC) on optically active sorbents analytically or preparatively. They were characterized mainly by their retention factors and by circular dichroism. Barriers to thermal cleavage of the C(sp
3
)-O bond were mainly determined by a combination of polarimetry and LC without preparative enrichment of enantiomers. These Δ
#
1
−values (81.5 − 99.2 kJ/mol) are discussed with reference to substitution; it is concluded that the C-O bond in oxazines (Table IV, X =
N
B) is broken less easily than the one in pyrans (X = CH). These thermal enantiomerizations (Scheme 1) are examples of fast valence isomerizations.</description><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>General and physical chemistry</subject><subject>Photochemistry</subject><subject>Physical chemistry of induced reactions (with radiations, particles and ultrasonics)</subject><issn>1058-725X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1994</creationdate><recordtype>article</recordtype><recordid>eNp1kD9PwzAQxT2ARCl8ADYPDDCk-E8cOxILDQUqVXSgSGzhGttglMaRHUD99iQqsCCm0z29353eQ-iEkgklilxQIpRkIk_7hUtFsz00GrSkF58O0GGMb4QwKtJ0hJ5XrwbPGmg65zcmROwtnjfa167x-KF1wePCb1r_3ug4wVMIwQ2uzuMeDBuocVEb-IAXM5C95gIuzmLLz5Mlni7vr4_QvoU6muPvOUaPN7NVcZcslrfz4mqRVEzILqHZek11JnKmtcw1kYplNocUcskzyWVllOYMZCqEtVApBUzpVALXOgWeGz5GdHe3Cj7GYGzZBreBsC0pKYdayj-19MzpjmkhVlDbAE3l4i_IhchyRnrb5c7mGuv7zJ8-1LrsYFv78MPw_798Adr1dYc</recordid><startdate>19940501</startdate><enddate>19940501</enddate><creator>Leiminer, Andreas</creator><creator>Stephan, Barbara</creator><creator>Mannschreck, Albrecht</creator><general>Taylor & Francis Group</general><general>Gordon and Breach</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19940501</creationdate><title>The Enantiomers of Indolino Spiro Compounds. Barriers to Thermal Cleavage of Their C(sp3)-O BOND</title><author>Leiminer, Andreas ; Stephan, Barbara ; Mannschreck, Albrecht</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c257t-16bb1d6592dd79d07826f9a4a9736737ce8d32a7455ffac88a28d47a3dd4a39e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1994</creationdate><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>General and physical chemistry</topic><topic>Photochemistry</topic><topic>Physical chemistry of induced reactions (with radiations, particles and ultrasonics)</topic><toplevel>online_resources</toplevel><creatorcontrib>Leiminer, Andreas</creatorcontrib><creatorcontrib>Stephan, Barbara</creatorcontrib><creatorcontrib>Mannschreck, Albrecht</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Molecular crystals and liquid crystals science and technology. Section A, Molecular crystals and liquid crystals</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Leiminer, Andreas</au><au>Stephan, Barbara</au><au>Mannschreck, Albrecht</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The Enantiomers of Indolino Spiro Compounds. Barriers to Thermal Cleavage of Their C(sp3)-O BOND</atitle><jtitle>Molecular crystals and liquid crystals science and technology. Section A, Molecular crystals and liquid crystals</jtitle><date>1994-05-01</date><risdate>1994</risdate><volume>246</volume><issue>1</issue><spage>215</spage><epage>221</epage><pages>215-221</pages><issn>1058-725X</issn><abstract>The enantiomers of the title compounds were separated for the first time by liquid chromatography (LC) on optically active sorbents analytically or preparatively. They were characterized mainly by their retention factors and by circular dichroism. Barriers to thermal cleavage of the C(sp
3
)-O bond were mainly determined by a combination of polarimetry and LC without preparative enrichment of enantiomers. These Δ
#
1
−values (81.5 − 99.2 kJ/mol) are discussed with reference to substitution; it is concluded that the C-O bond in oxazines (Table IV, X =
N
B) is broken less easily than the one in pyrans (X = CH). These thermal enantiomerizations (Scheme 1) are examples of fast valence isomerizations.</abstract><cop>Philadelphia, PA</cop><pub>Taylor & Francis Group</pub><doi>10.1080/10587259408037816</doi><tpages>7</tpages></addata></record> |
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| language | eng |
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| source | Taylor & Francis Journals Complete |
| subjects | Chemistry Exact sciences and technology General and physical chemistry Photochemistry Physical chemistry of induced reactions (with radiations, particles and ultrasonics) |
| title | The Enantiomers of Indolino Spiro Compounds. Barriers to Thermal Cleavage of Their C(sp3)-O BOND |
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