Ligand-induced decarbonylation in diphosphine-ligated palladium acetates [CHCOPd((PR)CH)] (R = Me and Ph)

A new decarbonylation reaction is observed for [( K 2 -acetate)Pd( K 2 -diphosphine)] + complexes. Gas-phase IR experiments identify the product as [CH 3 Pd(OP(Ph 2 )CH 2 PPh 2 )] + . DFT calculations uncovered a plausible mechanism involving O atom abstraction by the diphosphine ligand within the c...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2018, Vol.54 (4), p.346-349
Hauptverfasser: Lesslie, Michael, Yang, Yang, Canty, Allan J, Piacentino, Elettra, Berthias, Francis, Maitre, Philippe, Ryzhov, Victor, O'Hair, Richard A. J
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 349
container_issue 4
container_start_page 346
container_title Chemical communications (Cambridge, England)
container_volume 54
creator Lesslie, Michael
Yang, Yang
Canty, Allan J
Piacentino, Elettra
Berthias, Francis
Maitre, Philippe
Ryzhov, Victor
O'Hair, Richard A. J
description A new decarbonylation reaction is observed for [( K 2 -acetate)Pd( K 2 -diphosphine)] + complexes. Gas-phase IR experiments identify the product as [CH 3 Pd(OP(Ph 2 )CH 2 PPh 2 )] + . DFT calculations uncovered a plausible mechanism involving O atom abstraction by the diphosphine ligand within the coordination sphere to yield the acetyl complex, [CH 3 COPd(OP(Ph 2 )CH 2 PPh 2 )] + , which then undergoes decarbonylation. Isotope labelling, IR spectroscopy and DFT calculations reveal a novel ligand-induced decarbonylation reaction.
doi_str_mv 10.1039/c7cc08944a
format Article
fullrecord <record><control><sourceid>proquest_hal_p</sourceid><recordid>TN_cdi_proquest_miscellaneous_1975594656</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2010828936</sourcerecordid><originalsourceid>FETCH-LOGICAL-c433t-22b66d20749ddf9dfae6604041f0ae783d535204fc6860dc1add2ebb284d88e13</originalsourceid><addsrcrecordid>eNp90c-L1DAUB_AgLu4PvXhXsuxlRqjmV9Pk4GEo6ggjOywKgkhI81InS6etTSvsf2_q7I7gwVwSXj488vJF6Dklrynh-o0rnCNKC2EfoTPKpchyob4-ns-5zgou8lN0HuMtSYvm6gk6ZZoxqTk7Q2ETftgWstDC5Dxg8M4OVdfeNXYMXYtDiyH0uy72u9D6rEl6TKy3TWMhTHtsnR9TKeJv5bq83sJisb1Zluvld7y4wW_xJ49Te7zdLZ-ik9o20T-73y_Ql_fvPpfrbHP94WO52mROcD5mjFVSAiOF0AC1htp6KYkggtbE-kJxyHnOiKidVJKAoxaA-apiSoBSnvILtDz03dnG9EPY2-HOdDaY9Wpj5hphPH2JJL9muzjYfuh-Tj6OZh-i82m21ndTNFQXea6FzGWiV__Q224a2jSJYYQSxZTms3p1UG7oYhx8fXwBJWYOy5RFWf4Ja5Xwy_uWU7X3cKQP6SRweQBDdMfbv2mbHupkXvzP8N9O5KCw</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2010828936</pqid></control><display><type>article</type><title>Ligand-induced decarbonylation in diphosphine-ligated palladium acetates [CHCOPd((PR)CH)] (R = Me and Ph)</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Lesslie, Michael ; Yang, Yang ; Canty, Allan J ; Piacentino, Elettra ; Berthias, Francis ; Maitre, Philippe ; Ryzhov, Victor ; O'Hair, Richard A. J</creator><creatorcontrib>Lesslie, Michael ; Yang, Yang ; Canty, Allan J ; Piacentino, Elettra ; Berthias, Francis ; Maitre, Philippe ; Ryzhov, Victor ; O'Hair, Richard A. J</creatorcontrib><description>A new decarbonylation reaction is observed for [( K 2 -acetate)Pd( K 2 -diphosphine)] + complexes. Gas-phase IR experiments identify the product as [CH 3 Pd(OP(Ph 2 )CH 2 PPh 2 )] + . DFT calculations uncovered a plausible mechanism involving O atom abstraction by the diphosphine ligand within the coordination sphere to yield the acetyl complex, [CH 3 COPd(OP(Ph 2 )CH 2 PPh 2 )] + , which then undergoes decarbonylation. Isotope labelling, IR spectroscopy and DFT calculations reveal a novel ligand-induced decarbonylation reaction.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c7cc08944a</identifier><identifier>PMID: 29226932</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Acetates ; Analytical chemistry ; Chemical Sciences ; Iridium ; Ligands ; Palladium</subject><ispartof>Chemical communications (Cambridge, England), 2018, Vol.54 (4), p.346-349</ispartof><rights>Copyright Royal Society of Chemistry 2018</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c433t-22b66d20749ddf9dfae6604041f0ae783d535204fc6860dc1add2ebb284d88e13</citedby><cites>FETCH-LOGICAL-c433t-22b66d20749ddf9dfae6604041f0ae783d535204fc6860dc1add2ebb284d88e13</cites><orcidid>0000-0002-8044-0502 ; 0000-0003-4091-6040 ; 0000-0001-6041-9821 ; 0000-0003-2924-1054 ; 0000-0001-5178-8967 ; 0000-0003-4888-1604</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,4022,27922,27923,27924</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29226932$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-02334560$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Lesslie, Michael</creatorcontrib><creatorcontrib>Yang, Yang</creatorcontrib><creatorcontrib>Canty, Allan J</creatorcontrib><creatorcontrib>Piacentino, Elettra</creatorcontrib><creatorcontrib>Berthias, Francis</creatorcontrib><creatorcontrib>Maitre, Philippe</creatorcontrib><creatorcontrib>Ryzhov, Victor</creatorcontrib><creatorcontrib>O'Hair, Richard A. J</creatorcontrib><title>Ligand-induced decarbonylation in diphosphine-ligated palladium acetates [CHCOPd((PR)CH)] (R = Me and Ph)</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>A new decarbonylation reaction is observed for [( K 2 -acetate)Pd( K 2 -diphosphine)] + complexes. Gas-phase IR experiments identify the product as [CH 3 Pd(OP(Ph 2 )CH 2 PPh 2 )] + . DFT calculations uncovered a plausible mechanism involving O atom abstraction by the diphosphine ligand within the coordination sphere to yield the acetyl complex, [CH 3 COPd(OP(Ph 2 )CH 2 PPh 2 )] + , which then undergoes decarbonylation. Isotope labelling, IR spectroscopy and DFT calculations reveal a novel ligand-induced decarbonylation reaction.</description><subject>Acetates</subject><subject>Analytical chemistry</subject><subject>Chemical Sciences</subject><subject>Iridium</subject><subject>Ligands</subject><subject>Palladium</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNp90c-L1DAUB_AgLu4PvXhXsuxlRqjmV9Pk4GEo6ggjOywKgkhI81InS6etTSvsf2_q7I7gwVwSXj488vJF6Dklrynh-o0rnCNKC2EfoTPKpchyob4-ns-5zgou8lN0HuMtSYvm6gk6ZZoxqTk7Q2ETftgWstDC5Dxg8M4OVdfeNXYMXYtDiyH0uy72u9D6rEl6TKy3TWMhTHtsnR9TKeJv5bq83sJisb1Zluvld7y4wW_xJ49Te7zdLZ-ik9o20T-73y_Ql_fvPpfrbHP94WO52mROcD5mjFVSAiOF0AC1htp6KYkggtbE-kJxyHnOiKidVJKAoxaA-apiSoBSnvILtDz03dnG9EPY2-HOdDaY9Wpj5hphPH2JJL9muzjYfuh-Tj6OZh-i82m21ndTNFQXea6FzGWiV__Q224a2jSJYYQSxZTms3p1UG7oYhx8fXwBJWYOy5RFWf4Ja5Xwy_uWU7X3cKQP6SRweQBDdMfbv2mbHupkXvzP8N9O5KCw</recordid><startdate>2018</startdate><enddate>2018</enddate><creator>Lesslie, Michael</creator><creator>Yang, Yang</creator><creator>Canty, Allan J</creator><creator>Piacentino, Elettra</creator><creator>Berthias, Francis</creator><creator>Maitre, Philippe</creator><creator>Ryzhov, Victor</creator><creator>O'Hair, Richard A. J</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0002-8044-0502</orcidid><orcidid>https://orcid.org/0000-0003-4091-6040</orcidid><orcidid>https://orcid.org/0000-0001-6041-9821</orcidid><orcidid>https://orcid.org/0000-0003-2924-1054</orcidid><orcidid>https://orcid.org/0000-0001-5178-8967</orcidid><orcidid>https://orcid.org/0000-0003-4888-1604</orcidid></search><sort><creationdate>2018</creationdate><title>Ligand-induced decarbonylation in diphosphine-ligated palladium acetates [CHCOPd((PR)CH)] (R = Me and Ph)</title><author>Lesslie, Michael ; Yang, Yang ; Canty, Allan J ; Piacentino, Elettra ; Berthias, Francis ; Maitre, Philippe ; Ryzhov, Victor ; O'Hair, Richard A. J</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c433t-22b66d20749ddf9dfae6604041f0ae783d535204fc6860dc1add2ebb284d88e13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Acetates</topic><topic>Analytical chemistry</topic><topic>Chemical Sciences</topic><topic>Iridium</topic><topic>Ligands</topic><topic>Palladium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lesslie, Michael</creatorcontrib><creatorcontrib>Yang, Yang</creatorcontrib><creatorcontrib>Canty, Allan J</creatorcontrib><creatorcontrib>Piacentino, Elettra</creatorcontrib><creatorcontrib>Berthias, Francis</creatorcontrib><creatorcontrib>Maitre, Philippe</creatorcontrib><creatorcontrib>Ryzhov, Victor</creatorcontrib><creatorcontrib>O'Hair, Richard A. J</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lesslie, Michael</au><au>Yang, Yang</au><au>Canty, Allan J</au><au>Piacentino, Elettra</au><au>Berthias, Francis</au><au>Maitre, Philippe</au><au>Ryzhov, Victor</au><au>O'Hair, Richard A. J</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Ligand-induced decarbonylation in diphosphine-ligated palladium acetates [CHCOPd((PR)CH)] (R = Me and Ph)</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2018</date><risdate>2018</risdate><volume>54</volume><issue>4</issue><spage>346</spage><epage>349</epage><pages>346-349</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>A new decarbonylation reaction is observed for [( K 2 -acetate)Pd( K 2 -diphosphine)] + complexes. Gas-phase IR experiments identify the product as [CH 3 Pd(OP(Ph 2 )CH 2 PPh 2 )] + . DFT calculations uncovered a plausible mechanism involving O atom abstraction by the diphosphine ligand within the coordination sphere to yield the acetyl complex, [CH 3 COPd(OP(Ph 2 )CH 2 PPh 2 )] + , which then undergoes decarbonylation. Isotope labelling, IR spectroscopy and DFT calculations reveal a novel ligand-induced decarbonylation reaction.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>29226932</pmid><doi>10.1039/c7cc08944a</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-8044-0502</orcidid><orcidid>https://orcid.org/0000-0003-4091-6040</orcidid><orcidid>https://orcid.org/0000-0001-6041-9821</orcidid><orcidid>https://orcid.org/0000-0003-2924-1054</orcidid><orcidid>https://orcid.org/0000-0001-5178-8967</orcidid><orcidid>https://orcid.org/0000-0003-4888-1604</orcidid><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 1359-7345
ispartof Chemical communications (Cambridge, England), 2018, Vol.54 (4), p.346-349
issn 1359-7345
1364-548X
language eng
recordid cdi_proquest_miscellaneous_1975594656
source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Acetates
Analytical chemistry
Chemical Sciences
Iridium
Ligands
Palladium
title Ligand-induced decarbonylation in diphosphine-ligated palladium acetates [CHCOPd((PR)CH)] (R = Me and Ph)
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-11T18%3A51%3A05IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_hal_p&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Ligand-induced%20decarbonylation%20in%20diphosphine-ligated%20palladium%20acetates%20%5BCHCOPd((PR)CH)%5D%20(R%20=%20Me%20and%20Ph)&rft.jtitle=Chemical%20communications%20(Cambridge,%20England)&rft.au=Lesslie,%20Michael&rft.date=2018&rft.volume=54&rft.issue=4&rft.spage=346&rft.epage=349&rft.pages=346-349&rft.issn=1359-7345&rft.eissn=1364-548X&rft_id=info:doi/10.1039/c7cc08944a&rft_dat=%3Cproquest_hal_p%3E2010828936%3C/proquest_hal_p%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2010828936&rft_id=info:pmid/29226932&rfr_iscdi=true