Porphyrazinediols: Synthesis, Characterization, and Complexation to Group IVB Metallocenes
The first metalated porphyrazinediols 11 have been prepared from (l)-(+)-dimethyl tartrate via conversion into the corresponding dispoke or 2,3-dimethoxy-2,3-butanediyl protected 2,3-dihydroxymaleonitrile, Linstead macrocyclization, transmetalation, and deprotection. Their stability is very dependen...
Gespeichert in:
| Veröffentlicht in: | Journal of organic chemistry 2000-03, Vol.65 (6), p.1774-1779 |
|---|---|
| Hauptverfasser: | , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 1779 |
|---|---|
| container_issue | 6 |
| container_start_page | 1774 |
| container_title | Journal of organic chemistry |
| container_volume | 65 |
| creator | Bellec, Nathalie Garrido Montalban, Antonio Williams, D. Bradley G Cook, Andrew S Anderson, Mairin E Feng, Xidong Barrett, Anthony G. M Hoffman, Brian M |
| description | The first metalated porphyrazinediols 11 have been prepared from (l)-(+)-dimethyl tartrate via conversion into the corresponding dispoke or 2,3-dimethoxy-2,3-butanediyl protected 2,3-dihydroxymaleonitrile, Linstead macrocyclization, transmetalation, and deprotection. Their stability is very dependent on the nature of the metal ion in the cavity of the porphyrazine. Reaction of these porphyrazinediols with metallocene dichlorides led to new solitaire porphyrazines 12 while DDQ oxidation followed by trapping with diaminomaleonitrile afforded new porphyrazine dinitriles 14. |
| doi_str_mv | 10.1021/jo9916840 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1859324056</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1859324056</sourcerecordid><originalsourceid>FETCH-LOGICAL-a351t-838a644bc56ac5cfe74d83957e31d7e3ab7847a84516b69b82a9cb8968f410813</originalsourceid><addsrcrecordid>eNptkMtKxEAQRRtRdHws_AHJRlAw2p1-pONOgy9wUBwfIEhT6fQw0Uw6difguHLrb_olRiPiwlpUQdXhXuoitE7wLsER2Xu0SUKEZHgODQiPcCgSzObRAOMoCmkk6BJa9v4Rd8U5X0RLBEvCCMcD9HBpXT2ZOXgtKpMXtvT7H2_vwWhWNRPjC78TpBNwoBvjildoClvtBFDlQWqndWlevjdBY4MTZ9s6OLs9DIamgbK02lTGr6KFMZTerP3MFXRzfHSdnobnFydn6cF5CJSTJpRUgmAs01yA5npsYpZLmvDYUJJ3DbJYshgk40RkIslkBInOZCLkmH29QlfQVq9bO_vcGt-oaeG1KUuojG29IpInNGKYiw7d7lHtrPfOjFXtiim4mSJYfaWpftPs2I0f2TabmvwP2cfXAWEPFL4xL793cE9KxDTm6vpypO6Hd8NRenil0o7f7HnQvvNpXdWl8o_xJ6RhiyQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1859324056</pqid></control><display><type>article</type><title>Porphyrazinediols: Synthesis, Characterization, and Complexation to Group IVB Metallocenes</title><source>ACS Publications</source><creator>Bellec, Nathalie ; Garrido Montalban, Antonio ; Williams, D. Bradley G ; Cook, Andrew S ; Anderson, Mairin E ; Feng, Xidong ; Barrett, Anthony G. M ; Hoffman, Brian M</creator><creatorcontrib>Bellec, Nathalie ; Garrido Montalban, Antonio ; Williams, D. Bradley G ; Cook, Andrew S ; Anderson, Mairin E ; Feng, Xidong ; Barrett, Anthony G. M ; Hoffman, Brian M</creatorcontrib><description>The first metalated porphyrazinediols 11 have been prepared from (l)-(+)-dimethyl tartrate via conversion into the corresponding dispoke or 2,3-dimethoxy-2,3-butanediyl protected 2,3-dihydroxymaleonitrile, Linstead macrocyclization, transmetalation, and deprotection. Their stability is very dependent on the nature of the metal ion in the cavity of the porphyrazine. Reaction of these porphyrazinediols with metallocene dichlorides led to new solitaire porphyrazines 12 while DDQ oxidation followed by trapping with diaminomaleonitrile afforded new porphyrazine dinitriles 14.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/jo9916840</identifier><identifier>PMID: 10814150</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Journal of organic chemistry, 2000-03, Vol.65 (6), p.1774-1779</ispartof><rights>Copyright © 2000 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a351t-838a644bc56ac5cfe74d83957e31d7e3ab7847a84516b69b82a9cb8968f410813</citedby><cites>FETCH-LOGICAL-a351t-838a644bc56ac5cfe74d83957e31d7e3ab7847a84516b69b82a9cb8968f410813</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jo9916840$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jo9916840$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/10814150$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Bellec, Nathalie</creatorcontrib><creatorcontrib>Garrido Montalban, Antonio</creatorcontrib><creatorcontrib>Williams, D. Bradley G</creatorcontrib><creatorcontrib>Cook, Andrew S</creatorcontrib><creatorcontrib>Anderson, Mairin E</creatorcontrib><creatorcontrib>Feng, Xidong</creatorcontrib><creatorcontrib>Barrett, Anthony G. M</creatorcontrib><creatorcontrib>Hoffman, Brian M</creatorcontrib><title>Porphyrazinediols: Synthesis, Characterization, and Complexation to Group IVB Metallocenes</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>The first metalated porphyrazinediols 11 have been prepared from (l)-(+)-dimethyl tartrate via conversion into the corresponding dispoke or 2,3-dimethoxy-2,3-butanediyl protected 2,3-dihydroxymaleonitrile, Linstead macrocyclization, transmetalation, and deprotection. Their stability is very dependent on the nature of the metal ion in the cavity of the porphyrazine. Reaction of these porphyrazinediols with metallocene dichlorides led to new solitaire porphyrazines 12 while DDQ oxidation followed by trapping with diaminomaleonitrile afforded new porphyrazine dinitriles 14.</description><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><recordid>eNptkMtKxEAQRRtRdHws_AHJRlAw2p1-pONOgy9wUBwfIEhT6fQw0Uw6difguHLrb_olRiPiwlpUQdXhXuoitE7wLsER2Xu0SUKEZHgODQiPcCgSzObRAOMoCmkk6BJa9v4Rd8U5X0RLBEvCCMcD9HBpXT2ZOXgtKpMXtvT7H2_vwWhWNRPjC78TpBNwoBvjildoClvtBFDlQWqndWlevjdBY4MTZ9s6OLs9DIamgbK02lTGr6KFMZTerP3MFXRzfHSdnobnFydn6cF5CJSTJpRUgmAs01yA5npsYpZLmvDYUJJ3DbJYshgk40RkIslkBInOZCLkmH29QlfQVq9bO_vcGt-oaeG1KUuojG29IpInNGKYiw7d7lHtrPfOjFXtiim4mSJYfaWpftPs2I0f2TabmvwP2cfXAWEPFL4xL793cE9KxDTm6vpypO6Hd8NRenil0o7f7HnQvvNpXdWl8o_xJ6RhiyQ</recordid><startdate>20000324</startdate><enddate>20000324</enddate><creator>Bellec, Nathalie</creator><creator>Garrido Montalban, Antonio</creator><creator>Williams, D. Bradley G</creator><creator>Cook, Andrew S</creator><creator>Anderson, Mairin E</creator><creator>Feng, Xidong</creator><creator>Barrett, Anthony G. M</creator><creator>Hoffman, Brian M</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20000324</creationdate><title>Porphyrazinediols: Synthesis, Characterization, and Complexation to Group IVB Metallocenes</title><author>Bellec, Nathalie ; Garrido Montalban, Antonio ; Williams, D. Bradley G ; Cook, Andrew S ; Anderson, Mairin E ; Feng, Xidong ; Barrett, Anthony G. M ; Hoffman, Brian M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a351t-838a644bc56ac5cfe74d83957e31d7e3ab7847a84516b69b82a9cb8968f410813</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bellec, Nathalie</creatorcontrib><creatorcontrib>Garrido Montalban, Antonio</creatorcontrib><creatorcontrib>Williams, D. Bradley G</creatorcontrib><creatorcontrib>Cook, Andrew S</creatorcontrib><creatorcontrib>Anderson, Mairin E</creatorcontrib><creatorcontrib>Feng, Xidong</creatorcontrib><creatorcontrib>Barrett, Anthony G. M</creatorcontrib><creatorcontrib>Hoffman, Brian M</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bellec, Nathalie</au><au>Garrido Montalban, Antonio</au><au>Williams, D. Bradley G</au><au>Cook, Andrew S</au><au>Anderson, Mairin E</au><au>Feng, Xidong</au><au>Barrett, Anthony G. M</au><au>Hoffman, Brian M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Porphyrazinediols: Synthesis, Characterization, and Complexation to Group IVB Metallocenes</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2000-03-24</date><risdate>2000</risdate><volume>65</volume><issue>6</issue><spage>1774</spage><epage>1779</epage><pages>1774-1779</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><abstract>The first metalated porphyrazinediols 11 have been prepared from (l)-(+)-dimethyl tartrate via conversion into the corresponding dispoke or 2,3-dimethoxy-2,3-butanediyl protected 2,3-dihydroxymaleonitrile, Linstead macrocyclization, transmetalation, and deprotection. Their stability is very dependent on the nature of the metal ion in the cavity of the porphyrazine. Reaction of these porphyrazinediols with metallocene dichlorides led to new solitaire porphyrazines 12 while DDQ oxidation followed by trapping with diaminomaleonitrile afforded new porphyrazine dinitriles 14.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>10814150</pmid><doi>10.1021/jo9916840</doi><tpages>6</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0022-3263 |
| ispartof | Journal of organic chemistry, 2000-03, Vol.65 (6), p.1774-1779 |
| issn | 0022-3263 1520-6904 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1859324056 |
| source | ACS Publications |
| title | Porphyrazinediols: Synthesis, Characterization, and Complexation to Group IVB Metallocenes |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-21T13%3A14%3A11IST&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=Porphyrazinediols:%E2%80%89%20Synthesis,%20Characterization,%20and%20Complexation%20to%20Group%20IVB%20Metallocenes&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Bellec,%20Nathalie&rft.date=2000-03-24&rft.volume=65&rft.issue=6&rft.spage=1774&rft.epage=1779&rft.pages=1774-1779&rft.issn=0022-3263&rft.eissn=1520-6904&rft_id=info:doi/10.1021/jo9916840&rft_dat=%3Cproquest_cross%3E1859324056%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=1859324056&rft_id=info:pmid/10814150&rfr_iscdi=true |