Synthesis and X-ray crystallographic characterization of substituted aryl imines
We report the synthesis of α-diimine 1,4-bis(2,5-di- tert-butylphenyl)-2,3-dimethyl-1,4-diaza-1,3-butadiene, 1, and α-iminoketones 2-[(3,5-xylyl)imino]acenaphthylen-1-one, 4, and 2-[(4-chlorophenyl)imino]acenaphthylen-1-one, 5, all of which have been characterized by 1H NMR, 13C NMR, IR, and X-ray c...
Gespeichert in:
| Veröffentlicht in: | Journal of molecular structure 2011-04, Vol.992 (1), p.33-38 |
|---|---|
| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 38 |
|---|---|
| container_issue | 1 |
| container_start_page | 33 |
| container_title | Journal of molecular structure |
| container_volume | 992 |
| creator | Kovach, James Peralta, Maria Brennessel, William W. Jones, William D. |
| description | We report the synthesis of α-diimine 1,4-bis(2,5-di-
tert-butylphenyl)-2,3-dimethyl-1,4-diaza-1,3-butadiene,
1, and α-iminoketones 2-[(3,5-xylyl)imino]acenaphthylen-1-one,
4, and 2-[(4-chlorophenyl)imino]acenaphthylen-1-one,
5, all of which have been characterized by
1H NMR,
13C NMR, IR, and X-ray crystallography. Also, we report the previously unknown X-ray crystal structures of α-diimines Ar-BIAN (Ar-BIAN
=
bis(arylimino)acenaphthene; Ar
=
3,5-xylyl,
2; Ar
=
4-chlorophenyl,
3) and α-iminoketone 2-[(2,6-xylyl)imino]acenaphthylen-1-one,
6. In solution,
4 and
5 show fluxional behavior observed with variable temperature
1H NMR in DMSO-
d
6 which is attributed to isomerization between the
E and
Z form of the imine. |
| doi_str_mv | 10.1016/j.molstruc.2011.02.027 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_889388005</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0022286011001487</els_id><sourcerecordid>1762130336</sourcerecordid><originalsourceid>FETCH-LOGICAL-c467t-e89477f390954005c75b07f39719e3c8bd0b579f0863a437506164501e231ef93</originalsourceid><addsrcrecordid>eNqFkMFq3DAQhkVpodskr9D61ly8HUm2JN8aQtIWAgmkgdyEVh5ntXitrUYObJ6-Wra5pjAwDHzzD_Mx9pnDkgNX3zbLbRwpp9kvBXC-BFFKv2MLbrSoDfDmPVsACFELo-Aj-0S0ASgk8AW7u99PeY0UqHJTXz3Wye0rn_aU3TjGp-R26-Arv3bJ-YwpvLgc4lTFoaJ5RTnkOWNfubQfq7ANE9Ip-zC4kfDsXz9hD9dXvy9_1je3P35dXtzUvlE612i6RutBdtC1DUDrdbuCw6x5h9KbVQ-rVncDGCVdI3ULiqumBY5Cchw6ecK-HnN3Kf6ZkbLdBvI4jm7COJM1ppPGlORCnr9Jcq0ElyClKqg6oj5FooSD3aWwLd9ZDvYg227sq2x7kG1BlNJl8ctxcXDRuqcUyD7cF6AtolVXsgvx_UhgkfIcMFnyASePfUjos-1j-N-Rv5WKlHw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1762130336</pqid></control><display><type>article</type><title>Synthesis and X-ray crystallographic characterization of substituted aryl imines</title><source>Elsevier ScienceDirect Journals Complete</source><creator>Kovach, James ; Peralta, Maria ; Brennessel, William W. ; Jones, William D.</creator><creatorcontrib>Kovach, James ; Peralta, Maria ; Brennessel, William W. ; Jones, William D.</creatorcontrib><description>We report the synthesis of α-diimine 1,4-bis(2,5-di-
tert-butylphenyl)-2,3-dimethyl-1,4-diaza-1,3-butadiene,
1, and α-iminoketones 2-[(3,5-xylyl)imino]acenaphthylen-1-one,
4, and 2-[(4-chlorophenyl)imino]acenaphthylen-1-one,
5, all of which have been characterized by
1H NMR,
13C NMR, IR, and X-ray crystallography. Also, we report the previously unknown X-ray crystal structures of α-diimines Ar-BIAN (Ar-BIAN
=
bis(arylimino)acenaphthene; Ar
=
3,5-xylyl,
2; Ar
=
4-chlorophenyl,
3) and α-iminoketone 2-[(2,6-xylyl)imino]acenaphthylen-1-one,
6. In solution,
4 and
5 show fluxional behavior observed with variable temperature
1H NMR in DMSO-
d
6 which is attributed to isomerization between the
E and
Z form of the imine.</description><identifier>ISSN: 0022-2860</identifier><identifier>EISSN: 1872-8014</identifier><identifier>DOI: 10.1016/j.molstruc.2011.02.027</identifier><language>eng</language><publisher>Elsevier B.V</publisher><subject>BIAN ; Crystal structure ; Crystallography ; Imines ; Infrared radiation ; Isomerization ; Nuclear magnetic resonance ; nuclear magnetic resonance spectroscopy ; Schiff base ; Synthesis ; temperature ; X-ray diffraction ; X-rays ; α-Diimine ; α-Iminoketone</subject><ispartof>Journal of molecular structure, 2011-04, Vol.992 (1), p.33-38</ispartof><rights>2011 Elsevier B.V.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c467t-e89477f390954005c75b07f39719e3c8bd0b579f0863a437506164501e231ef93</citedby><cites>FETCH-LOGICAL-c467t-e89477f390954005c75b07f39719e3c8bd0b579f0863a437506164501e231ef93</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0022286011001487$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids></links><search><creatorcontrib>Kovach, James</creatorcontrib><creatorcontrib>Peralta, Maria</creatorcontrib><creatorcontrib>Brennessel, William W.</creatorcontrib><creatorcontrib>Jones, William D.</creatorcontrib><title>Synthesis and X-ray crystallographic characterization of substituted aryl imines</title><title>Journal of molecular structure</title><description>We report the synthesis of α-diimine 1,4-bis(2,5-di-
tert-butylphenyl)-2,3-dimethyl-1,4-diaza-1,3-butadiene,
1, and α-iminoketones 2-[(3,5-xylyl)imino]acenaphthylen-1-one,
4, and 2-[(4-chlorophenyl)imino]acenaphthylen-1-one,
5, all of which have been characterized by
1H NMR,
13C NMR, IR, and X-ray crystallography. Also, we report the previously unknown X-ray crystal structures of α-diimines Ar-BIAN (Ar-BIAN
=
bis(arylimino)acenaphthene; Ar
=
3,5-xylyl,
2; Ar
=
4-chlorophenyl,
3) and α-iminoketone 2-[(2,6-xylyl)imino]acenaphthylen-1-one,
6. In solution,
4 and
5 show fluxional behavior observed with variable temperature
1H NMR in DMSO-
d
6 which is attributed to isomerization between the
E and
Z form of the imine.</description><subject>BIAN</subject><subject>Crystal structure</subject><subject>Crystallography</subject><subject>Imines</subject><subject>Infrared radiation</subject><subject>Isomerization</subject><subject>Nuclear magnetic resonance</subject><subject>nuclear magnetic resonance spectroscopy</subject><subject>Schiff base</subject><subject>Synthesis</subject><subject>temperature</subject><subject>X-ray diffraction</subject><subject>X-rays</subject><subject>α-Diimine</subject><subject>α-Iminoketone</subject><issn>0022-2860</issn><issn>1872-8014</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNqFkMFq3DAQhkVpodskr9D61ly8HUm2JN8aQtIWAgmkgdyEVh5ntXitrUYObJ6-Wra5pjAwDHzzD_Mx9pnDkgNX3zbLbRwpp9kvBXC-BFFKv2MLbrSoDfDmPVsACFELo-Aj-0S0ASgk8AW7u99PeY0UqHJTXz3Wye0rn_aU3TjGp-R26-Arv3bJ-YwpvLgc4lTFoaJ5RTnkOWNfubQfq7ANE9Ip-zC4kfDsXz9hD9dXvy9_1je3P35dXtzUvlE612i6RutBdtC1DUDrdbuCw6x5h9KbVQ-rVncDGCVdI3ULiqumBY5Cchw6ecK-HnN3Kf6ZkbLdBvI4jm7COJM1ppPGlORCnr9Jcq0ElyClKqg6oj5FooSD3aWwLd9ZDvYg227sq2x7kG1BlNJl8ctxcXDRuqcUyD7cF6AtolVXsgvx_UhgkfIcMFnyASePfUjos-1j-N-Rv5WKlHw</recordid><startdate>20110419</startdate><enddate>20110419</enddate><creator>Kovach, James</creator><creator>Peralta, Maria</creator><creator>Brennessel, William W.</creator><creator>Jones, William D.</creator><general>Elsevier B.V</general><scope>FBQ</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope></search><sort><creationdate>20110419</creationdate><title>Synthesis and X-ray crystallographic characterization of substituted aryl imines</title><author>Kovach, James ; Peralta, Maria ; Brennessel, William W. ; Jones, William D.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c467t-e89477f390954005c75b07f39719e3c8bd0b579f0863a437506164501e231ef93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>BIAN</topic><topic>Crystal structure</topic><topic>Crystallography</topic><topic>Imines</topic><topic>Infrared radiation</topic><topic>Isomerization</topic><topic>Nuclear magnetic resonance</topic><topic>nuclear magnetic resonance spectroscopy</topic><topic>Schiff base</topic><topic>Synthesis</topic><topic>temperature</topic><topic>X-ray diffraction</topic><topic>X-rays</topic><topic>α-Diimine</topic><topic>α-Iminoketone</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kovach, James</creatorcontrib><creatorcontrib>Peralta, Maria</creatorcontrib><creatorcontrib>Brennessel, William W.</creatorcontrib><creatorcontrib>Jones, William D.</creatorcontrib><collection>AGRIS</collection><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Journal of molecular structure</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kovach, James</au><au>Peralta, Maria</au><au>Brennessel, William W.</au><au>Jones, William D.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and X-ray crystallographic characterization of substituted aryl imines</atitle><jtitle>Journal of molecular structure</jtitle><date>2011-04-19</date><risdate>2011</risdate><volume>992</volume><issue>1</issue><spage>33</spage><epage>38</epage><pages>33-38</pages><issn>0022-2860</issn><eissn>1872-8014</eissn><abstract>We report the synthesis of α-diimine 1,4-bis(2,5-di-
tert-butylphenyl)-2,3-dimethyl-1,4-diaza-1,3-butadiene,
1, and α-iminoketones 2-[(3,5-xylyl)imino]acenaphthylen-1-one,
4, and 2-[(4-chlorophenyl)imino]acenaphthylen-1-one,
5, all of which have been characterized by
1H NMR,
13C NMR, IR, and X-ray crystallography. Also, we report the previously unknown X-ray crystal structures of α-diimines Ar-BIAN (Ar-BIAN
=
bis(arylimino)acenaphthene; Ar
=
3,5-xylyl,
2; Ar
=
4-chlorophenyl,
3) and α-iminoketone 2-[(2,6-xylyl)imino]acenaphthylen-1-one,
6. In solution,
4 and
5 show fluxional behavior observed with variable temperature
1H NMR in DMSO-
d
6 which is attributed to isomerization between the
E and
Z form of the imine.</abstract><pub>Elsevier B.V</pub><doi>10.1016/j.molstruc.2011.02.027</doi><tpages>6</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0022-2860 |
| ispartof | Journal of molecular structure, 2011-04, Vol.992 (1), p.33-38 |
| issn | 0022-2860 1872-8014 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_889388005 |
| source | Elsevier ScienceDirect Journals Complete |
| subjects | BIAN Crystal structure Crystallography Imines Infrared radiation Isomerization Nuclear magnetic resonance nuclear magnetic resonance spectroscopy Schiff base Synthesis temperature X-ray diffraction X-rays α-Diimine α-Iminoketone |
| title | Synthesis and X-ray crystallographic characterization of substituted aryl imines |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-13T16%3A01%3A57IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20and%20X-ray%20crystallographic%20characterization%20of%20substituted%20aryl%20imines&rft.jtitle=Journal%20of%20molecular%20structure&rft.au=Kovach,%20James&rft.date=2011-04-19&rft.volume=992&rft.issue=1&rft.spage=33&rft.epage=38&rft.pages=33-38&rft.issn=0022-2860&rft.eissn=1872-8014&rft_id=info:doi/10.1016/j.molstruc.2011.02.027&rft_dat=%3Cproquest_cross%3E1762130336%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1762130336&rft_id=info:pmid/&rft_els_id=S0022286011001487&rfr_iscdi=true |