Loading…
Copper(I) and Silver(I) Bis(trifluoromethanesulfonyl)imide and Their Interaction with an Arene, Diverse Olefins, and an NTf 2 − ‐Based Ionic Liquid
The chemistry of coinage metal bis(triflyl)imides of technological interest, CuNTf 2 and AgNTf 2 , their synthesis and complexes with excess of comparatively weakly coordinating NTf 2 − as well as with ether, olefins, and the arene mesitylene are described. The existence of the solvent‐free pure pha...
Saved in:
| Published in: | Chemistry : a European journal 2013-01, Vol.19 (3), p.1042-1057 |
|---|---|
| Main Authors: | , , , |
| Format: | Article |
| Language: | English |
| Citations: | Items that this one cites Items that cite this one |
| Online Access: | Get full text |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| cited_by | cdi_FETCH-LOGICAL-c840-732c853593cfe66e9b25eefc2f4ef9033a8ebcfaf66ff88c3a743b7be91ee6013 |
|---|---|
| cites | cdi_FETCH-LOGICAL-c840-732c853593cfe66e9b25eefc2f4ef9033a8ebcfaf66ff88c3a743b7be91ee6013 |
| container_end_page | 1057 |
| container_issue | 3 |
| container_start_page | 1042 |
| container_title | Chemistry : a European journal |
| container_volume | 19 |
| creator | Stricker, Marion Oelkers, Benjamin Rosenau, Carl Philipp Sundermeyer, Jörg |
| description | The chemistry of coinage metal bis(triflyl)imides of technological interest, CuNTf
2
and AgNTf
2
, their synthesis and complexes with excess of comparatively weakly coordinating NTf
2
−
as well as with ether, olefins, and the arene mesitylene are described. The existence of the solvent‐free pure phase [CuNTf
2
]
∞
has not been evidenced so far. Contrary to the literature, in which the preparation of [CuNTf
2
]
∞
is supposed to be carried out by reacting mesityl copper, [Cu(Mes)]
5
, and HNTf
2
, we found that in fact this reaction leads reproducibly to the interesting copper diarene sandwich complex [Cu(η
3
‐MesH)
2
][Cu(NTf
2
)
2
] (
1
) (MesH=1,3,5‐trimethylbenzene). The unexpectedly stable molecular etherate [Cu(Et
2
O)(NTf
2
)] (
2
) turned out to be the best precursor for CuNTf
2
having only an inert and easily exchangeable solvent ligand. The coordination mode of NTf
2
−
in
1
and
2
as well as in the hitherto unknown crystalline phase of [AgNTf
2
]
∞
(
3
) is described. The complex formation, which takes place when dissolving
2
or
3
in the room temperature ionic liquid (RTIL) [emim]NTf
2
([emim]
+
=1‐ethyl‐3‐methylimidazolium), has been studied. Furthermore, the reaction of
1
–
3
towards the diolefins 1,5‐cyclooctadiene (COD), 2,5‐norbornadiene (NBD) and isoprene (2‐methylbuta‐1,3‐diene) and towards ethylene has been investigated. The products
4
–
13
of these conversions have been isolated and fully characterized by NMR‐ and IR spectroscopies, mass spectrometry, and elemental‐ and XRD analyses. The potential of [Cu(η
3
‐MesH)
2
][Cu(NTf
2
)
2
] (
1
), [Cu(Et
2
O)(NTf
2
)] (
2
) and [AgNTf
2
]
∞
(
3
) as well as of [emim][M(NTf
2
)
2
] (M=Cu
4
, Ag
5
) as chemisorbers for ethylene was studied by NMR spectroscopy. |
| doi_str_mv | 10.1002/chem.201201740 |
| format | article |
| fullrecord | <record><control><sourceid>crossref</sourceid><recordid>TN_cdi_crossref_primary_10_1002_chem_201201740</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>10_1002_chem_201201740</sourcerecordid><originalsourceid>FETCH-LOGICAL-c840-732c853593cfe66e9b25eefc2f4ef9033a8ebcfaf66ff88c3a743b7be91ee6013</originalsourceid><addsrcrecordid>eNo9kD1PwzAYhC0EEqWwMntspabYceIkY1u-IlV0IHvkOK8Vo8QpdgrqxsiIWPh__SWkLUI66XQ63Q0PQteUTCkh_o2soJn6hPaKAnKCBjT0qcciHp6iAUmCyOMhS87RhXMvhJCEMzZAP4t2vQY7SsdYmBI_6_rtmObajTqrVb1pbdtAVwkDblOr1mzrsW50CYdBVoG2ODUdWCE73Rr8rruqr_DMgoEJvtX9oQO8qkFp4yaHVV8_ZQr7ePf5jXcfX3PhoMRpa7TES_260eUlOlOidnD150OU3d9li0dvuXpIF7OlJ-OAeBHzZRyyMGFSAeeQFH4IoKSvAlAJYUzEUEglFOdKxbFkIgpYERWQUABOKBui6fFW2tY5CypfW90Iu80pyfdU8z3V_J8q-wU_UW47</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Copper(I) and Silver(I) Bis(trifluoromethanesulfonyl)imide and Their Interaction with an Arene, Diverse Olefins, and an NTf 2 − ‐Based Ionic Liquid</title><source>Wiley:Jisc Collections:Wiley Read and Publish Open Access 2024-2025 (reading list)</source><creator>Stricker, Marion ; Oelkers, Benjamin ; Rosenau, Carl Philipp ; Sundermeyer, Jörg</creator><creatorcontrib>Stricker, Marion ; Oelkers, Benjamin ; Rosenau, Carl Philipp ; Sundermeyer, Jörg</creatorcontrib><description>The chemistry of coinage metal bis(triflyl)imides of technological interest, CuNTf
2
and AgNTf
2
, their synthesis and complexes with excess of comparatively weakly coordinating NTf
2
−
as well as with ether, olefins, and the arene mesitylene are described. The existence of the solvent‐free pure phase [CuNTf
2
]
∞
has not been evidenced so far. Contrary to the literature, in which the preparation of [CuNTf
2
]
∞
is supposed to be carried out by reacting mesityl copper, [Cu(Mes)]
5
, and HNTf
2
, we found that in fact this reaction leads reproducibly to the interesting copper diarene sandwich complex [Cu(η
3
‐MesH)
2
][Cu(NTf
2
)
2
] (
1
) (MesH=1,3,5‐trimethylbenzene). The unexpectedly stable molecular etherate [Cu(Et
2
O)(NTf
2
)] (
2
) turned out to be the best precursor for CuNTf
2
having only an inert and easily exchangeable solvent ligand. The coordination mode of NTf
2
−
in
1
and
2
as well as in the hitherto unknown crystalline phase of [AgNTf
2
]
∞
(
3
) is described. The complex formation, which takes place when dissolving
2
or
3
in the room temperature ionic liquid (RTIL) [emim]NTf
2
([emim]
+
=1‐ethyl‐3‐methylimidazolium), has been studied. Furthermore, the reaction of
1
–
3
towards the diolefins 1,5‐cyclooctadiene (COD), 2,5‐norbornadiene (NBD) and isoprene (2‐methylbuta‐1,3‐diene) and towards ethylene has been investigated. The products
4
–
13
of these conversions have been isolated and fully characterized by NMR‐ and IR spectroscopies, mass spectrometry, and elemental‐ and XRD analyses. The potential of [Cu(η
3
‐MesH)
2
][Cu(NTf
2
)
2
] (
1
), [Cu(Et
2
O)(NTf
2
)] (
2
) and [AgNTf
2
]
∞
(
3
) as well as of [emim][M(NTf
2
)
2
] (M=Cu
4
, Ag
5
) as chemisorbers for ethylene was studied by NMR spectroscopy.</description><identifier>ISSN: 0947-6539</identifier><identifier>EISSN: 1521-3765</identifier><identifier>DOI: 10.1002/chem.201201740</identifier><language>eng</language><ispartof>Chemistry : a European journal, 2013-01, Vol.19 (3), p.1042-1057</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c840-732c853593cfe66e9b25eefc2f4ef9033a8ebcfaf66ff88c3a743b7be91ee6013</citedby><cites>FETCH-LOGICAL-c840-732c853593cfe66e9b25eefc2f4ef9033a8ebcfaf66ff88c3a743b7be91ee6013</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27906,27907</link.rule.ids></links><search><creatorcontrib>Stricker, Marion</creatorcontrib><creatorcontrib>Oelkers, Benjamin</creatorcontrib><creatorcontrib>Rosenau, Carl Philipp</creatorcontrib><creatorcontrib>Sundermeyer, Jörg</creatorcontrib><title>Copper(I) and Silver(I) Bis(trifluoromethanesulfonyl)imide and Their Interaction with an Arene, Diverse Olefins, and an NTf 2 − ‐Based Ionic Liquid</title><title>Chemistry : a European journal</title><description>The chemistry of coinage metal bis(triflyl)imides of technological interest, CuNTf
2
and AgNTf
2
, their synthesis and complexes with excess of comparatively weakly coordinating NTf
2
−
as well as with ether, olefins, and the arene mesitylene are described. The existence of the solvent‐free pure phase [CuNTf
2
]
∞
has not been evidenced so far. Contrary to the literature, in which the preparation of [CuNTf
2
]
∞
is supposed to be carried out by reacting mesityl copper, [Cu(Mes)]
5
, and HNTf
2
, we found that in fact this reaction leads reproducibly to the interesting copper diarene sandwich complex [Cu(η
3
‐MesH)
2
][Cu(NTf
2
)
2
] (
1
) (MesH=1,3,5‐trimethylbenzene). The unexpectedly stable molecular etherate [Cu(Et
2
O)(NTf
2
)] (
2
) turned out to be the best precursor for CuNTf
2
having only an inert and easily exchangeable solvent ligand. The coordination mode of NTf
2
−
in
1
and
2
as well as in the hitherto unknown crystalline phase of [AgNTf
2
]
∞
(
3
) is described. The complex formation, which takes place when dissolving
2
or
3
in the room temperature ionic liquid (RTIL) [emim]NTf
2
([emim]
+
=1‐ethyl‐3‐methylimidazolium), has been studied. Furthermore, the reaction of
1
–
3
towards the diolefins 1,5‐cyclooctadiene (COD), 2,5‐norbornadiene (NBD) and isoprene (2‐methylbuta‐1,3‐diene) and towards ethylene has been investigated. The products
4
–
13
of these conversions have been isolated and fully characterized by NMR‐ and IR spectroscopies, mass spectrometry, and elemental‐ and XRD analyses. The potential of [Cu(η
3
‐MesH)
2
][Cu(NTf
2
)
2
] (
1
), [Cu(Et
2
O)(NTf
2
)] (
2
) and [AgNTf
2
]
∞
(
3
) as well as of [emim][M(NTf
2
)
2
] (M=Cu
4
, Ag
5
) as chemisorbers for ethylene was studied by NMR spectroscopy.</description><issn>0947-6539</issn><issn>1521-3765</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNo9kD1PwzAYhC0EEqWwMntspabYceIkY1u-IlV0IHvkOK8Vo8QpdgrqxsiIWPh__SWkLUI66XQ63Q0PQteUTCkh_o2soJn6hPaKAnKCBjT0qcciHp6iAUmCyOMhS87RhXMvhJCEMzZAP4t2vQY7SsdYmBI_6_rtmObajTqrVb1pbdtAVwkDblOr1mzrsW50CYdBVoG2ODUdWCE73Rr8rruqr_DMgoEJvtX9oQO8qkFp4yaHVV8_ZQr7ePf5jXcfX3PhoMRpa7TES_260eUlOlOidnD150OU3d9li0dvuXpIF7OlJ-OAeBHzZRyyMGFSAeeQFH4IoKSvAlAJYUzEUEglFOdKxbFkIgpYERWQUABOKBui6fFW2tY5CypfW90Iu80pyfdU8z3V_J8q-wU_UW47</recordid><startdate>20130114</startdate><enddate>20130114</enddate><creator>Stricker, Marion</creator><creator>Oelkers, Benjamin</creator><creator>Rosenau, Carl Philipp</creator><creator>Sundermeyer, Jörg</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20130114</creationdate><title>Copper(I) and Silver(I) Bis(trifluoromethanesulfonyl)imide and Their Interaction with an Arene, Diverse Olefins, and an NTf 2 − ‐Based Ionic Liquid</title><author>Stricker, Marion ; Oelkers, Benjamin ; Rosenau, Carl Philipp ; Sundermeyer, Jörg</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c840-732c853593cfe66e9b25eefc2f4ef9033a8ebcfaf66ff88c3a743b7be91ee6013</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Stricker, Marion</creatorcontrib><creatorcontrib>Oelkers, Benjamin</creatorcontrib><creatorcontrib>Rosenau, Carl Philipp</creatorcontrib><creatorcontrib>Sundermeyer, Jörg</creatorcontrib><collection>CrossRef</collection><jtitle>Chemistry : a European journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Stricker, Marion</au><au>Oelkers, Benjamin</au><au>Rosenau, Carl Philipp</au><au>Sundermeyer, Jörg</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Copper(I) and Silver(I) Bis(trifluoromethanesulfonyl)imide and Their Interaction with an Arene, Diverse Olefins, and an NTf 2 − ‐Based Ionic Liquid</atitle><jtitle>Chemistry : a European journal</jtitle><date>2013-01-14</date><risdate>2013</risdate><volume>19</volume><issue>3</issue><spage>1042</spage><epage>1057</epage><pages>1042-1057</pages><issn>0947-6539</issn><eissn>1521-3765</eissn><abstract>The chemistry of coinage metal bis(triflyl)imides of technological interest, CuNTf
2
and AgNTf
2
, their synthesis and complexes with excess of comparatively weakly coordinating NTf
2
−
as well as with ether, olefins, and the arene mesitylene are described. The existence of the solvent‐free pure phase [CuNTf
2
]
∞
has not been evidenced so far. Contrary to the literature, in which the preparation of [CuNTf
2
]
∞
is supposed to be carried out by reacting mesityl copper, [Cu(Mes)]
5
, and HNTf
2
, we found that in fact this reaction leads reproducibly to the interesting copper diarene sandwich complex [Cu(η
3
‐MesH)
2
][Cu(NTf
2
)
2
] (
1
) (MesH=1,3,5‐trimethylbenzene). The unexpectedly stable molecular etherate [Cu(Et
2
O)(NTf
2
)] (
2
) turned out to be the best precursor for CuNTf
2
having only an inert and easily exchangeable solvent ligand. The coordination mode of NTf
2
−
in
1
and
2
as well as in the hitherto unknown crystalline phase of [AgNTf
2
]
∞
(
3
) is described. The complex formation, which takes place when dissolving
2
or
3
in the room temperature ionic liquid (RTIL) [emim]NTf
2
([emim]
+
=1‐ethyl‐3‐methylimidazolium), has been studied. Furthermore, the reaction of
1
–
3
towards the diolefins 1,5‐cyclooctadiene (COD), 2,5‐norbornadiene (NBD) and isoprene (2‐methylbuta‐1,3‐diene) and towards ethylene has been investigated. The products
4
–
13
of these conversions have been isolated and fully characterized by NMR‐ and IR spectroscopies, mass spectrometry, and elemental‐ and XRD analyses. The potential of [Cu(η
3
‐MesH)
2
][Cu(NTf
2
)
2
] (
1
), [Cu(Et
2
O)(NTf
2
)] (
2
) and [AgNTf
2
]
∞
(
3
) as well as of [emim][M(NTf
2
)
2
] (M=Cu
4
, Ag
5
) as chemisorbers for ethylene was studied by NMR spectroscopy.</abstract><doi>10.1002/chem.201201740</doi><tpages>16</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0947-6539 |
| ispartof | Chemistry : a European journal, 2013-01, Vol.19 (3), p.1042-1057 |
| issn | 0947-6539 1521-3765 |
| language | eng |
| recordid | cdi_crossref_primary_10_1002_chem_201201740 |
| source | Wiley:Jisc Collections:Wiley Read and Publish Open Access 2024-2025 (reading list) |
| title | Copper(I) and Silver(I) Bis(trifluoromethanesulfonyl)imide and Their Interaction with an Arene, Diverse Olefins, and an NTf 2 − ‐Based Ionic Liquid |
| url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-17T08%3A15%3A14IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-crossref&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Copper(I)%20and%20Silver(I)%20Bis(trifluoromethanesulfonyl)imide%20and%20Their%20Interaction%20with%20an%20Arene,%20Diverse%20Olefins,%20and%20an%20NTf%202%20%E2%88%92%20%E2%80%90Based%20Ionic%20Liquid&rft.jtitle=Chemistry%20:%20a%20European%20journal&rft.au=Stricker,%20Marion&rft.date=2013-01-14&rft.volume=19&rft.issue=3&rft.spage=1042&rft.epage=1057&rft.pages=1042-1057&rft.issn=0947-6539&rft.eissn=1521-3765&rft_id=info:doi/10.1002/chem.201201740&rft_dat=%3Ccrossref%3E10_1002_chem_201201740%3C/crossref%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c840-732c853593cfe66e9b25eefc2f4ef9033a8ebcfaf66ff88c3a743b7be91ee6013%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |