Forging Unsupported Metal-Boryl Bonds with Icosahedral Carboranes
In contrast to the plethora of metal‐catalyzed cross‐coupling methods available for the installation of functional groups on aromatic hydrocarbons, a comparable variety of methods are currently not available for icosahedral carboranes, which are boron‐rich three‐dimensional aromatic analogues of ary...
Gespeichert in:
| Veröffentlicht in: | Chemistry : a European journal 2016-06, Vol.22 (25), p.8466-8470 |
|---|---|
| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 8470 |
|---|---|
| container_issue | 25 |
| container_start_page | 8466 |
| container_title | Chemistry : a European journal |
| container_volume | 22 |
| creator | Saleh, Liban M. A. Dziedzic, Rafal M. Khan, Saeed I. Spokoyny, Alexander M. |
| description | In contrast to the plethora of metal‐catalyzed cross‐coupling methods available for the installation of functional groups on aromatic hydrocarbons, a comparable variety of methods are currently not available for icosahedral carboranes, which are boron‐rich three‐dimensional aromatic analogues of aryl groups. Part of this is due to the limited understanding of the elementary steps for cross‐coupling involving carboranes. Here, we report our efforts in isolating metal‐boryl complexes to further our understanding of one of these elementary steps, oxidative addition. Structurally characterized examples of group 10 M−B bonds featuring icosahedral carboranes are completely unknown. Use of mercurocarboranes as a reagent to deliver M−B bonds saw divergent reactivity for platinum and palladium, with a Pt−B bond being isolated for the former, and a rare Pd−Hg bond being formed for the latter.
A mercurial reagent: A mercurocarborane shows divergent reactivity with Pt or Pd precursors, delivering a Pt−B bond in one, and a rare Pd−Hg bond in the other (see scheme). |
| doi_str_mv | 10.1002/chem.201601292 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1825485537</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>4081324621</sourcerecordid><originalsourceid>FETCH-LOGICAL-c5212-87f7a4e69d854c350c6642808f148281c906b3dc51bd2ac8f6efb9c89634ce083</originalsourceid><addsrcrecordid>eNqFkbtPwzAYxC0EoqWwMqJILCwpfsSvEaq2IPFYqBgtx3FoII2Lnaj0v8dVoUIsnb7ld6f77gA4R3CIIMTXZm4XQwwRgwhLfAD6iGKUEs7oIehDmfGUUSJ74CSEdwihZIQcgx7mEHEsSR_cTJx_q5q3ZNaEbrl0vrVF8mhbXae3zq_r5NY1RUhWVTtP7o0Lem4Lr-tkpH3uvG5sOAVHpa6DPfu5AzCbjF9Gd-nD8_R-dPOQmpgIp4KXXGeWyULQzBAKDWMZFlCUKBNYICMhy0lhKMoLrI0omS1zaURMnBkLBRmAq63v0rvPzoZWLapgbF3HEK4LCglMM0Ep4ftRLqmIjQka0ct_6LvrfBMf2VAZjU0JGKnhljLeheBtqZa-Wmi_VgiqzQ5qs4Pa7RAFFz-2Xb6wxQ7_LT4Ccgusqtqu99ip0d348a95utVWobVfO632H4pxwql6fZoqycQ09ksUIt-ZzqCJ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1794527080</pqid></control><display><type>article</type><title>Forging Unsupported Metal-Boryl Bonds with Icosahedral Carboranes</title><source>Access via Wiley Online Library</source><creator>Saleh, Liban M. A. ; Dziedzic, Rafal M. ; Khan, Saeed I. ; Spokoyny, Alexander M.</creator><creatorcontrib>Saleh, Liban M. A. ; Dziedzic, Rafal M. ; Khan, Saeed I. ; Spokoyny, Alexander M.</creatorcontrib><description>In contrast to the plethora of metal‐catalyzed cross‐coupling methods available for the installation of functional groups on aromatic hydrocarbons, a comparable variety of methods are currently not available for icosahedral carboranes, which are boron‐rich three‐dimensional aromatic analogues of aryl groups. Part of this is due to the limited understanding of the elementary steps for cross‐coupling involving carboranes. Here, we report our efforts in isolating metal‐boryl complexes to further our understanding of one of these elementary steps, oxidative addition. Structurally characterized examples of group 10 M−B bonds featuring icosahedral carboranes are completely unknown. Use of mercurocarboranes as a reagent to deliver M−B bonds saw divergent reactivity for platinum and palladium, with a Pt−B bond being isolated for the former, and a rare Pd−Hg bond being formed for the latter.
A mercurial reagent: A mercurocarborane shows divergent reactivity with Pt or Pd precursors, delivering a Pt−B bond in one, and a rare Pd−Hg bond in the other (see scheme).</description><identifier>ISSN: 0947-6539</identifier><identifier>EISSN: 1521-3765</identifier><identifier>DOI: 10.1002/chem.201601292</identifier><identifier>PMID: 27017293</identifier><identifier>CODEN: CEUJED</identifier><language>eng</language><publisher>Germany: Blackwell Publishing Ltd</publisher><subject>boron ; Carborane ; carboranes ; Chemistry ; Cross coupling ; Icosahedral phase ; Palladium ; Platinum ; Precursors ; Reagents ; Three dimensional</subject><ispartof>Chemistry : a European journal, 2016-06, Vol.22 (25), p.8466-8470</ispartof><rights>2016 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><rights>2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5212-87f7a4e69d854c350c6642808f148281c906b3dc51bd2ac8f6efb9c89634ce083</citedby><cites>FETCH-LOGICAL-c5212-87f7a4e69d854c350c6642808f148281c906b3dc51bd2ac8f6efb9c89634ce083</cites><orcidid>0000-0002-5683-6240</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fchem.201601292$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fchem.201601292$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/27017293$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Saleh, Liban M. A.</creatorcontrib><creatorcontrib>Dziedzic, Rafal M.</creatorcontrib><creatorcontrib>Khan, Saeed I.</creatorcontrib><creatorcontrib>Spokoyny, Alexander M.</creatorcontrib><title>Forging Unsupported Metal-Boryl Bonds with Icosahedral Carboranes</title><title>Chemistry : a European journal</title><addtitle>Chem. Eur. J</addtitle><description>In contrast to the plethora of metal‐catalyzed cross‐coupling methods available for the installation of functional groups on aromatic hydrocarbons, a comparable variety of methods are currently not available for icosahedral carboranes, which are boron‐rich three‐dimensional aromatic analogues of aryl groups. Part of this is due to the limited understanding of the elementary steps for cross‐coupling involving carboranes. Here, we report our efforts in isolating metal‐boryl complexes to further our understanding of one of these elementary steps, oxidative addition. Structurally characterized examples of group 10 M−B bonds featuring icosahedral carboranes are completely unknown. Use of mercurocarboranes as a reagent to deliver M−B bonds saw divergent reactivity for platinum and palladium, with a Pt−B bond being isolated for the former, and a rare Pd−Hg bond being formed for the latter.
A mercurial reagent: A mercurocarborane shows divergent reactivity with Pt or Pd precursors, delivering a Pt−B bond in one, and a rare Pd−Hg bond in the other (see scheme).</description><subject>boron</subject><subject>Carborane</subject><subject>carboranes</subject><subject>Chemistry</subject><subject>Cross coupling</subject><subject>Icosahedral phase</subject><subject>Palladium</subject><subject>Platinum</subject><subject>Precursors</subject><subject>Reagents</subject><subject>Three dimensional</subject><issn>0947-6539</issn><issn>1521-3765</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNqFkbtPwzAYxC0EoqWwMqJILCwpfsSvEaq2IPFYqBgtx3FoII2Lnaj0v8dVoUIsnb7ld6f77gA4R3CIIMTXZm4XQwwRgwhLfAD6iGKUEs7oIehDmfGUUSJ74CSEdwihZIQcgx7mEHEsSR_cTJx_q5q3ZNaEbrl0vrVF8mhbXae3zq_r5NY1RUhWVTtP7o0Lem4Lr-tkpH3uvG5sOAVHpa6DPfu5AzCbjF9Gd-nD8_R-dPOQmpgIp4KXXGeWyULQzBAKDWMZFlCUKBNYICMhy0lhKMoLrI0omS1zaURMnBkLBRmAq63v0rvPzoZWLapgbF3HEK4LCglMM0Ep4ftRLqmIjQka0ct_6LvrfBMf2VAZjU0JGKnhljLeheBtqZa-Wmi_VgiqzQ5qs4Pa7RAFFz-2Xb6wxQ7_LT4Ccgusqtqu99ip0d348a95utVWobVfO632H4pxwql6fZoqycQ09ksUIt-ZzqCJ</recordid><startdate>20160613</startdate><enddate>20160613</enddate><creator>Saleh, Liban M. A.</creator><creator>Dziedzic, Rafal M.</creator><creator>Khan, Saeed I.</creator><creator>Spokoyny, Alexander M.</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>K9.</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-5683-6240</orcidid></search><sort><creationdate>20160613</creationdate><title>Forging Unsupported Metal-Boryl Bonds with Icosahedral Carboranes</title><author>Saleh, Liban M. A. ; Dziedzic, Rafal M. ; Khan, Saeed I. ; Spokoyny, Alexander M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5212-87f7a4e69d854c350c6642808f148281c906b3dc51bd2ac8f6efb9c89634ce083</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>boron</topic><topic>Carborane</topic><topic>carboranes</topic><topic>Chemistry</topic><topic>Cross coupling</topic><topic>Icosahedral phase</topic><topic>Palladium</topic><topic>Platinum</topic><topic>Precursors</topic><topic>Reagents</topic><topic>Three dimensional</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Saleh, Liban M. A.</creatorcontrib><creatorcontrib>Dziedzic, Rafal M.</creatorcontrib><creatorcontrib>Khan, Saeed I.</creatorcontrib><creatorcontrib>Spokoyny, Alexander M.</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry : a European journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Saleh, Liban M. A.</au><au>Dziedzic, Rafal M.</au><au>Khan, Saeed I.</au><au>Spokoyny, Alexander M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Forging Unsupported Metal-Boryl Bonds with Icosahedral Carboranes</atitle><jtitle>Chemistry : a European journal</jtitle><addtitle>Chem. Eur. J</addtitle><date>2016-06-13</date><risdate>2016</risdate><volume>22</volume><issue>25</issue><spage>8466</spage><epage>8470</epage><pages>8466-8470</pages><issn>0947-6539</issn><eissn>1521-3765</eissn><coden>CEUJED</coden><abstract>In contrast to the plethora of metal‐catalyzed cross‐coupling methods available for the installation of functional groups on aromatic hydrocarbons, a comparable variety of methods are currently not available for icosahedral carboranes, which are boron‐rich three‐dimensional aromatic analogues of aryl groups. Part of this is due to the limited understanding of the elementary steps for cross‐coupling involving carboranes. Here, we report our efforts in isolating metal‐boryl complexes to further our understanding of one of these elementary steps, oxidative addition. Structurally characterized examples of group 10 M−B bonds featuring icosahedral carboranes are completely unknown. Use of mercurocarboranes as a reagent to deliver M−B bonds saw divergent reactivity for platinum and palladium, with a Pt−B bond being isolated for the former, and a rare Pd−Hg bond being formed for the latter.
A mercurial reagent: A mercurocarborane shows divergent reactivity with Pt or Pd precursors, delivering a Pt−B bond in one, and a rare Pd−Hg bond in the other (see scheme).</abstract><cop>Germany</cop><pub>Blackwell Publishing Ltd</pub><pmid>27017293</pmid><doi>10.1002/chem.201601292</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-5683-6240</orcidid><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0947-6539 |
| ispartof | Chemistry : a European journal, 2016-06, Vol.22 (25), p.8466-8470 |
| issn | 0947-6539 1521-3765 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1825485537 |
| source | Access via Wiley Online Library |
| subjects | boron Carborane carboranes Chemistry Cross coupling Icosahedral phase Palladium Platinum Precursors Reagents Three dimensional |
| title | Forging Unsupported Metal-Boryl Bonds with Icosahedral Carboranes |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-22T16%3A05%3A32IST&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=Forging%20Unsupported%20Metal-Boryl%20Bonds%20with%20Icosahedral%20Carboranes&rft.jtitle=Chemistry%20:%20a%20European%20journal&rft.au=Saleh,%20Liban%20M.%20A.&rft.date=2016-06-13&rft.volume=22&rft.issue=25&rft.spage=8466&rft.epage=8470&rft.pages=8466-8470&rft.issn=0947-6539&rft.eissn=1521-3765&rft.coden=CEUJED&rft_id=info:doi/10.1002/chem.201601292&rft_dat=%3Cproquest_cross%3E4081324621%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=1794527080&rft_id=info:pmid/27017293&rfr_iscdi=true |