Gold catalysis: hydrolysis of Di(alkoxy)carbenium ion intermediates as a sensor for the electronic properties of gold(I) complexes
Six different cationic gold(I) complexes LAu+ were converted to the corresponding di(alkoxy)carbenium ions by reaction with ethyl 2,5-dimethylhexa-2,3-dienoate. These conversions were monitored by in situ IR spectroscopy; at room temperature they proceeded in only a few seconds. The ligands L are ba...
Gespeichert in:
| Hauptverfasser: | , , , , , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
October 12, 2011
|
| In: |
Organometallics
Year: 2011, Jahrgang: 30, Heft: 21, Pages: 5894-5903 |
| ISSN: | 1520-6041 |
| DOI: | 10.1021/om200735c |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/om200735c Verlag, lizenzpflichtig, Volltext: https://pubs.acs.org/doi/10.1021/om200735c# 
|
| Verfasserangaben: | René Döpp, Christian Lothschütz, Thomas Wurm, Markus Pernpointner, Sascha Keller, Frank Rominger, and A. Stephen K. Hashmi |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1807381242 | ||
| 003 | DE-627 | ||
| 005 | 20230427072157.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 220621s2011 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1021/om200735c |2 doi | |
| 035 | |a (DE-627)1807381242 | ||
| 035 | |a (DE-599)KXP1807381242 | ||
| 035 | |a (OCoLC)1341461527 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Döpp, René |e VerfasserIn |0 (DE-588)1025354982 |0 (DE-627)722157991 |0 (DE-576)370258924 |4 aut | |
| 245 | 1 | 0 | |a Gold catalysis |b hydrolysis of Di(alkoxy)carbenium ion intermediates as a sensor for the electronic properties of gold(I) complexes |c René Döpp, Christian Lothschütz, Thomas Wurm, Markus Pernpointner, Sascha Keller, Frank Rominger, and A. Stephen K. Hashmi |
| 264 | 1 | |c October 12, 2011 | |
| 300 | |a 10 | ||
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a Computermedien |b c |2 rdamedia | ||
| 338 | |a Online-Ressource |b cr |2 rdacarrier | ||
| 500 | |a Gesehen am 21.06.2022 | ||
| 520 | |a Six different cationic gold(I) complexes LAu+ were converted to the corresponding di(alkoxy)carbenium ions by reaction with ethyl 2,5-dimethylhexa-2,3-dienoate. These conversions were monitored by in situ IR spectroscopy; at room temperature they proceeded in only a few seconds. The ligands L are based on the most popular ligand types in gold catalysis: phosphanes, phosphites, carbenes, and isonitriles. The di(alkoxy)carbenium ions were stable, not short-lived intermediates, and could be characterized. This allowed the kinetic study of the next step, the hydrolytic cleavage to the Hammond-type vinylgold species. Depending on the ligand on gold, large rate differences were detected. Computational chemistry revealed a correlation of the experimental reaction rates with the LUMO energies of the di(alkoxy)carbenium species and the direct influence of the ligand on gold on these LUMO energies. Thus, the di(alkoxy)carbenium ion could be utilized as an easy to use benchmark system for the electronic characterization of LAu+ catalysts by theory, spectroscopy, and kinetic experiments. | ||
| 700 | 1 | |a Lothschütz, Christian |e VerfasserIn |0 (DE-588)114073752X |0 (DE-627)898651778 |0 (DE-576)346749484 |4 aut | |
| 700 | 1 | |a Wurm, Thomas |e VerfasserIn |0 (DE-588)106033030X |0 (DE-627)799385786 |0 (DE-576)416400361 |4 aut | |
| 700 | 1 | |a Pernpointner, Markus |e VerfasserIn |0 (DE-588)1025310640 |0 (DE-627)722027036 |0 (DE-576)175257906 |4 aut | |
| 700 | 1 | |a Keller, Sascha |e VerfasserIn |4 aut | |
| 700 | 1 | |a Rominger, Frank |d 1964- |e VerfasserIn |0 (DE-588)1019978228 |0 (DE-627)691067821 |0 (DE-576)359202756 |4 aut | |
| 700 | 1 | |a Hashmi, A. Stephen K. |d 1963- |e VerfasserIn |0 (DE-588)101199576X |0 (DE-627)704823926 |0 (DE-576)169176665 |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Organometallics |d Washington, DC : ACS Publ., 1982 |g 30(2011), 21, Seite 5894-5903 |h Online-Ressource |w (DE-627)320453111 |w (DE-600)2006302-7 |w (DE-576)09088941X |x 1520-6041 |7 nnas |a Gold catalysis hydrolysis of Di(alkoxy)carbenium ion intermediates as a sensor for the electronic properties of gold(I) complexes |
| 773 | 1 | 8 | |g volume:30 |g year:2011 |g number:21 |g pages:5894-5903 |g extent:10 |a Gold catalysis hydrolysis of Di(alkoxy)carbenium ion intermediates as a sensor for the electronic properties of gold(I) complexes |
| 776 | 0 | 8 | |i Erscheint auch als |n Druck-Ausgabe |t Gold catalysis |d 2011 |w (DE-627)1634432339 |w (DE-576)370193520 |
| 856 | 4 | 0 | |u https://doi.org/10.1021/om200735c |x Verlag |x Resolving-System |z lizenzpflichtig |3 Volltext |
| 856 | 4 | 0 | |u https://pubs.acs.org/doi/10.1021/om200735c# |x Verlag |z lizenzpflichtig |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20220621 | ||
| 993 | |a Article | ||
| 994 | |a 2011 | ||
| 998 | |g 101199576X |a Hashmi, A. Stephen K. |m 101199576X:Hashmi, A. Stephen K. |d 120000 |d 120100 |e 120000PH101199576X |e 120100PH101199576X |k 0/120000/ |k 1/120000/120100/ |p 7 |y j | ||
| 998 | |g 1019978228 |a Rominger, Frank |m 1019978228:Rominger, Frank |d 120000 |d 120100 |e 120000PR1019978228 |e 120100PR1019978228 |k 0/120000/ |k 1/120000/120100/ |p 6 | ||
| 998 | |g 1025310640 |a Pernpointner, Markus |m 1025310640:Pernpointner, Markus |d 120000 |d 120300 |e 120000PP1025310640 |e 120300PP1025310640 |k 0/120000/ |k 1/120000/120300/ |p 4 | ||
| 998 | |g 106033030X |a Wurm, Thomas |m 106033030X:Wurm, Thomas |p 3 | ||
| 998 | |g 114073752X |a Lothschütz, Christian |m 114073752X:Lothschütz, Christian |d 120000 |e 120000PL114073752X |k 0/120000/ |p 2 | ||
| 998 | |g 1025354982 |a Döpp, René |m 1025354982:Döpp, René |d 120000 |e 120000PD1025354982 |k 0/120000/ |p 1 |x j | ||
| 999 | |a KXP-PPN1807381242 |e 4153388750 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"person":[{"display":"Döpp, René","family":"Döpp","given":"René","role":"aut"},{"given":"Christian","role":"aut","display":"Lothschütz, Christian","family":"Lothschütz"},{"family":"Wurm","display":"Wurm, Thomas","role":"aut","given":"Thomas"},{"role":"aut","given":"Markus","family":"Pernpointner","display":"Pernpointner, Markus"},{"given":"Sascha","role":"aut","display":"Keller, Sascha","family":"Keller"},{"display":"Rominger, Frank","family":"Rominger","given":"Frank","role":"aut"},{"given":"A. Stephen K.","role":"aut","display":"Hashmi, A. Stephen K.","family":"Hashmi"}],"relHost":[{"origin":[{"publisherPlace":"Washington, DC","dateIssuedDisp":"1982-","publisher":"ACS Publ.","dateIssuedKey":"1982"}],"recId":"320453111","language":["eng"],"note":["Gesehen am 22.03.23"],"name":{"displayForm":["American Chemical Society"]},"pubHistory":["1.1982 -"],"part":{"issue":"21","pages":"5894-5903","volume":"30","text":"30(2011), 21, Seite 5894-5903","year":"2011","extent":"10"},"disp":"Gold catalysis hydrolysis of Di(alkoxy)carbenium ion intermediates as a sensor for the electronic properties of gold(I) complexesOrganometallics","type":{"bibl":"periodical","media":"Online-Ressource"},"title":[{"subtitle":"web edition","title_sort":"Organometallics","title":"Organometallics"}],"physDesc":[{"extent":"Online-Ressource"}],"id":{"zdb":["2006302-7"],"issn":["1520-6041"],"eki":["320453111"]}}],"title":[{"subtitle":"hydrolysis of Di(alkoxy)carbenium ion intermediates as a sensor for the electronic properties of gold(I) complexes","title_sort":"Gold catalysis","title":"Gold catalysis"}],"physDesc":[{"extent":"10 S."}],"type":{"media":"Online-Ressource","bibl":"article-journal"},"id":{"eki":["1807381242"],"doi":["10.1021/om200735c"]},"origin":[{"dateIssuedDisp":"October 12, 2011","dateIssuedKey":"2011"}],"recId":"1807381242","language":["eng"],"note":["Gesehen am 21.06.2022"],"name":{"displayForm":["René Döpp, Christian Lothschütz, Thomas Wurm, Markus Pernpointner, Sascha Keller, Frank Rominger, and A. Stephen K. Hashmi"]}} | ||
| SRT | |a DOEPPRENELGOLDCATALY1220 | ||