A Star of David catenane
We describe the synthesis of a [2]catenane that consists of two triply entwined 114-membered rings, a molecular link. The woven scaffold is a hexameric circular helicate generated by the assembly of six tris(bipyridine) ligands with six iron( II ) cations, with the size of the helicate promoted by t...
Gespeichert in:
| Veröffentlicht in: | Nature chemistry 2014-11, Vol.6 (11), p.978-982 |
|---|---|
| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 982 |
|---|---|
| container_issue | 11 |
| container_start_page | 978 |
| container_title | Nature chemistry |
| container_volume | 6 |
| creator | Leigh, David A. Pritchard, Robin G. Stephens, Alexander J. |
| description | We describe the synthesis of a [2]catenane that consists of two triply entwined 114-membered rings, a molecular
link. The woven scaffold is a hexameric circular helicate generated by the assembly of six tris(bipyridine) ligands with six iron(
II
) cations, with the size of the helicate promoted by the use of sulfate counterions. The structure of the ligand extension directs subsequent covalent capture of the catenane by ring-closing olefin metathesis. Confirmation of the Star of David topology (two rings, six crossings) is provided by NMR spectroscopy, mass spectrometry and X-ray crystallography. Extraction of the iron(
II
) ions with tetrasodium ethylenediaminetetraacetate affords the wholly organic molecular link. The self-assembly of interwoven circular frameworks of controlled size, and their subsequent closure by multiple directed covalent bond-forming reactions, provides a powerful strategy for the synthesis of molecular topologies of ever-increasing complexity.
The Star of David topology is an iconic symbol that has been used in religious and cultural contexts for thousands of years. Now it is assembled in molecular form through a hexameric circular helicate generated by six tris(bipyridine) ligands entwined about six iron(
II
) cations. The structure of the two triply-entwined 114-membered rings is revealed by X-ray crystallography. |
| doi_str_mv | 10.1038/nchem.2056 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1616474988</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>3595556791</sourcerecordid><originalsourceid>FETCH-LOGICAL-c351t-6b45e4ce70b93dd95654a4767e0488eae9bc10c34312f965bbf6964921b2e7f23</originalsourceid><addsrcrecordid>eNplkE1Lw0AQhhdRbK1ePHmSgBdRUvc72WOpn1DwoJ6X3c1EW5qk7iaC_96NrUX0NAPz8L7Dg9AxwWOCWX5VuzeoxhQLuYOGJBMi5Yyr3e3O8AAdhLDAWApG5D4aUME4k5gO0ckkeWqNT5oyuTYf8yJxpoXa1HCI9kqzDHC0mSP0cnvzPL1PZ493D9PJLHVMkDaVlgvgDjJsFSsKJaTghmcyA8zzHAwo6wh2sY7QUklhbSmV5IoSSyErKRuh83XuyjfvHYRWV_PgYLmMPzRd0EQSyTOu8jyiZ3_QRdP5On4XKSExp4r2gRdryvkmBA-lXvl5ZfynJlj3vvS3L937ivDpJrKzFRRb9EdQBC7XQIin-hX8r87_cV-JrHDg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1656042922</pqid></control><display><type>article</type><title>A Star of David catenane</title><source>SpringerLink Journals</source><source>Nature Journals Online</source><creator>Leigh, David A. ; Pritchard, Robin G. ; Stephens, Alexander J.</creator><creatorcontrib>Leigh, David A. ; Pritchard, Robin G. ; Stephens, Alexander J.</creatorcontrib><description>We describe the synthesis of a [2]catenane that consists of two triply entwined 114-membered rings, a molecular
link. The woven scaffold is a hexameric circular helicate generated by the assembly of six tris(bipyridine) ligands with six iron(
II
) cations, with the size of the helicate promoted by the use of sulfate counterions. The structure of the ligand extension directs subsequent covalent capture of the catenane by ring-closing olefin metathesis. Confirmation of the Star of David topology (two rings, six crossings) is provided by NMR spectroscopy, mass spectrometry and X-ray crystallography. Extraction of the iron(
II
) ions with tetrasodium ethylenediaminetetraacetate affords the wholly organic molecular link. The self-assembly of interwoven circular frameworks of controlled size, and their subsequent closure by multiple directed covalent bond-forming reactions, provides a powerful strategy for the synthesis of molecular topologies of ever-increasing complexity.
The Star of David topology is an iconic symbol that has been used in religious and cultural contexts for thousands of years. Now it is assembled in molecular form through a hexameric circular helicate generated by six tris(bipyridine) ligands entwined about six iron(
II
) cations. The structure of the two triply-entwined 114-membered rings is revealed by X-ray crystallography.</description><identifier>ISSN: 1755-4330</identifier><identifier>EISSN: 1755-4349</identifier><identifier>DOI: 10.1038/nchem.2056</identifier><identifier>PMID: 25343602</identifier><language>eng</language><publisher>London: Nature Publishing Group UK</publisher><subject>639/638/541/964 ; Analytical Chemistry ; Biochemistry ; Cations ; Chemistry ; Chemistry/Food Science ; Crystallography ; Inorganic Chemistry ; Ions ; Iron ; Ligands ; Mass spectrometry ; Organic Chemistry ; Physical Chemistry ; Scientific imaging ; Spectroscopy ; Sulfates ; Topology</subject><ispartof>Nature chemistry, 2014-11, Vol.6 (11), p.978-982</ispartof><rights>Springer Nature Limited 2014</rights><rights>Copyright Nature Publishing Group Nov 2014</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c351t-6b45e4ce70b93dd95654a4767e0488eae9bc10c34312f965bbf6964921b2e7f23</citedby><cites>FETCH-LOGICAL-c351t-6b45e4ce70b93dd95654a4767e0488eae9bc10c34312f965bbf6964921b2e7f23</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1038/nchem.2056$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1038/nchem.2056$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/25343602$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Leigh, David A.</creatorcontrib><creatorcontrib>Pritchard, Robin G.</creatorcontrib><creatorcontrib>Stephens, Alexander J.</creatorcontrib><title>A Star of David catenane</title><title>Nature chemistry</title><addtitle>Nature Chem</addtitle><addtitle>Nat Chem</addtitle><description>We describe the synthesis of a [2]catenane that consists of two triply entwined 114-membered rings, a molecular
link. The woven scaffold is a hexameric circular helicate generated by the assembly of six tris(bipyridine) ligands with six iron(
II
) cations, with the size of the helicate promoted by the use of sulfate counterions. The structure of the ligand extension directs subsequent covalent capture of the catenane by ring-closing olefin metathesis. Confirmation of the Star of David topology (two rings, six crossings) is provided by NMR spectroscopy, mass spectrometry and X-ray crystallography. Extraction of the iron(
II
) ions with tetrasodium ethylenediaminetetraacetate affords the wholly organic molecular link. The self-assembly of interwoven circular frameworks of controlled size, and their subsequent closure by multiple directed covalent bond-forming reactions, provides a powerful strategy for the synthesis of molecular topologies of ever-increasing complexity.
The Star of David topology is an iconic symbol that has been used in religious and cultural contexts for thousands of years. Now it is assembled in molecular form through a hexameric circular helicate generated by six tris(bipyridine) ligands entwined about six iron(
II
) cations. The structure of the two triply-entwined 114-membered rings is revealed by X-ray crystallography.</description><subject>639/638/541/964</subject><subject>Analytical Chemistry</subject><subject>Biochemistry</subject><subject>Cations</subject><subject>Chemistry</subject><subject>Chemistry/Food Science</subject><subject>Crystallography</subject><subject>Inorganic Chemistry</subject><subject>Ions</subject><subject>Iron</subject><subject>Ligands</subject><subject>Mass spectrometry</subject><subject>Organic Chemistry</subject><subject>Physical Chemistry</subject><subject>Scientific imaging</subject><subject>Spectroscopy</subject><subject>Sulfates</subject><subject>Topology</subject><issn>1755-4330</issn><issn>1755-4349</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>BENPR</sourceid><recordid>eNplkE1Lw0AQhhdRbK1ePHmSgBdRUvc72WOpn1DwoJ6X3c1EW5qk7iaC_96NrUX0NAPz8L7Dg9AxwWOCWX5VuzeoxhQLuYOGJBMi5Yyr3e3O8AAdhLDAWApG5D4aUME4k5gO0ckkeWqNT5oyuTYf8yJxpoXa1HCI9kqzDHC0mSP0cnvzPL1PZ493D9PJLHVMkDaVlgvgDjJsFSsKJaTghmcyA8zzHAwo6wh2sY7QUklhbSmV5IoSSyErKRuh83XuyjfvHYRWV_PgYLmMPzRd0EQSyTOu8jyiZ3_QRdP5On4XKSExp4r2gRdryvkmBA-lXvl5ZfynJlj3vvS3L937ivDpJrKzFRRb9EdQBC7XQIin-hX8r87_cV-JrHDg</recordid><startdate>20141101</startdate><enddate>20141101</enddate><creator>Leigh, David A.</creator><creator>Pritchard, Robin G.</creator><creator>Stephens, Alexander J.</creator><general>Nature Publishing Group UK</general><general>Nature Publishing Group</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7QR</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8AO</scope><scope>8FD</scope><scope>8FE</scope><scope>8FG</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AEUYN</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>BHPHI</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>FR3</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>KB.</scope><scope>LK8</scope><scope>M0S</scope><scope>M1P</scope><scope>M7P</scope><scope>P64</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>7X8</scope></search><sort><creationdate>20141101</creationdate><title>A Star of David catenane</title><author>Leigh, David A. ; Pritchard, Robin G. ; Stephens, Alexander J.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c351t-6b45e4ce70b93dd95654a4767e0488eae9bc10c34312f965bbf6964921b2e7f23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>639/638/541/964</topic><topic>Analytical Chemistry</topic><topic>Biochemistry</topic><topic>Cations</topic><topic>Chemistry</topic><topic>Chemistry/Food Science</topic><topic>Crystallography</topic><topic>Inorganic Chemistry</topic><topic>Ions</topic><topic>Iron</topic><topic>Ligands</topic><topic>Mass spectrometry</topic><topic>Organic Chemistry</topic><topic>Physical Chemistry</topic><topic>Scientific imaging</topic><topic>Spectroscopy</topic><topic>Sulfates</topic><topic>Topology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Leigh, David A.</creatorcontrib><creatorcontrib>Pritchard, Robin G.</creatorcontrib><creatorcontrib>Stephens, Alexander J.</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Chemoreception Abstracts</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>ProQuest Pharma Collection</collection><collection>Technology Research Database</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest One Sustainability</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>Natural Science Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>Engineering Research Database</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Materials Science Database</collection><collection>ProQuest Biological Science Collection</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Biological Science Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>MEDLINE - Academic</collection><jtitle>Nature chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Leigh, David A.</au><au>Pritchard, Robin G.</au><au>Stephens, Alexander J.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Star of David catenane</atitle><jtitle>Nature chemistry</jtitle><stitle>Nature Chem</stitle><addtitle>Nat Chem</addtitle><date>2014-11-01</date><risdate>2014</risdate><volume>6</volume><issue>11</issue><spage>978</spage><epage>982</epage><pages>978-982</pages><issn>1755-4330</issn><eissn>1755-4349</eissn><abstract>We describe the synthesis of a [2]catenane that consists of two triply entwined 114-membered rings, a molecular
link. The woven scaffold is a hexameric circular helicate generated by the assembly of six tris(bipyridine) ligands with six iron(
II
) cations, with the size of the helicate promoted by the use of sulfate counterions. The structure of the ligand extension directs subsequent covalent capture of the catenane by ring-closing olefin metathesis. Confirmation of the Star of David topology (two rings, six crossings) is provided by NMR spectroscopy, mass spectrometry and X-ray crystallography. Extraction of the iron(
II
) ions with tetrasodium ethylenediaminetetraacetate affords the wholly organic molecular link. The self-assembly of interwoven circular frameworks of controlled size, and their subsequent closure by multiple directed covalent bond-forming reactions, provides a powerful strategy for the synthesis of molecular topologies of ever-increasing complexity.
The Star of David topology is an iconic symbol that has been used in religious and cultural contexts for thousands of years. Now it is assembled in molecular form through a hexameric circular helicate generated by six tris(bipyridine) ligands entwined about six iron(
II
) cations. The structure of the two triply-entwined 114-membered rings is revealed by X-ray crystallography.</abstract><cop>London</cop><pub>Nature Publishing Group UK</pub><pmid>25343602</pmid><doi>10.1038/nchem.2056</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1755-4330 |
| ispartof | Nature chemistry, 2014-11, Vol.6 (11), p.978-982 |
| issn | 1755-4330 1755-4349 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1616474988 |
| source | SpringerLink Journals; Nature Journals Online |
| subjects | 639/638/541/964 Analytical Chemistry Biochemistry Cations Chemistry Chemistry/Food Science Crystallography Inorganic Chemistry Ions Iron Ligands Mass spectrometry Organic Chemistry Physical Chemistry Scientific imaging Spectroscopy Sulfates Topology |
| title | A Star of David catenane |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-06T21%3A50%3A27IST&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=A%20Star%20of%20David%20catenane&rft.jtitle=Nature%20chemistry&rft.au=Leigh,%20David%20A.&rft.date=2014-11-01&rft.volume=6&rft.issue=11&rft.spage=978&rft.epage=982&rft.pages=978-982&rft.issn=1755-4330&rft.eissn=1755-4349&rft_id=info:doi/10.1038/nchem.2056&rft_dat=%3Cproquest_cross%3E3595556791%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=1656042922&rft_id=info:pmid/25343602&rfr_iscdi=true |