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- Publisher Website: 10.1055/s-0035-1560092
- Scopus: eid_2-s2.0-84941934981
- WOS: WOS:000361823600012
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Article: Stereospecific Oxidative Demetallation of Highly Functionalized CpCo(1,3-Diene) Complexes: An Experimental and Computational Study
| Title | Stereospecific Oxidative Demetallation of Highly Functionalized CpCo(1,3-Diene) Complexes: An Experimental and Computational Study |
|---|---|
| Authors | |
| Keywords | cobalt computation demetallation diene oxidation |
| Issue Date | 2015 |
| Citation | Synlett, 2015, v. 26, n. 16, p. 2243-2246 How to Cite? |
| Abstract | Three diastereomers of a highly functionalized tetrasubstituted cyclopentadienylcobalt-diene complex, (Cp)Co[η4-CH(CO2Et)=C(SO2Ph)C(SiMe3)=CH(CO2Et)] (4-ZE, 4-EZ, 4-ZZ; Cp = C5H5), undergo oxidative demetallation by ceric ammonium nitrate (CAN) to give the corresponding metal-free dienes, CH(CO2Et)=C(SO2Ph)C(SiMe3)=CH(CO2Et) (5-ZE, 5-EZ, 5-ZZ), with retention of configuration. The oxidation of 4-ZE by iodine occurs with a different stereoselectivity than that observed with CAN, to provide the fourth diastereomer 5-EE in high yield. B97D/Def2-TZVPP(CH2Cl2) calculations predict the diene free-energy ordering as: 5-EE < 5-ZE < 5-EZ < 5-ZZ. |
| Persistent Identifier | http://hdl.handle.net/10722/341437 |
| ISSN | 2023 Impact Factor: 1.7 2023 SCImago Journal Rankings: 0.450 |
| ISI Accession Number ID |
| DC Field | Value | Language |
|---|---|---|
| dc.contributor.author | Holland, Ryan L. | - |
| dc.contributor.author | O'Connor, Joseph M. | - |
| dc.contributor.author | Bunker, Kevin D. | - |
| dc.contributor.author | Qin, Pengjin | - |
| dc.contributor.author | Cope, Stephen K. | - |
| dc.contributor.author | Baldridge, Kim K. | - |
| dc.contributor.author | Siegel, Jay S. | - |
| dc.date.accessioned | 2024-03-13T08:42:49Z | - |
| dc.date.available | 2024-03-13T08:42:49Z | - |
| dc.date.issued | 2015 | - |
| dc.identifier.citation | Synlett, 2015, v. 26, n. 16, p. 2243-2246 | - |
| dc.identifier.issn | 0936-5214 | - |
| dc.identifier.uri | http://hdl.handle.net/10722/341437 | - |
| dc.description.abstract | Three diastereomers of a highly functionalized tetrasubstituted cyclopentadienylcobalt-diene complex, (Cp)Co[η4-CH(CO2Et)=C(SO2Ph)C(SiMe3)=CH(CO2Et)] (4-ZE, 4-EZ, 4-ZZ; Cp = C5H5), undergo oxidative demetallation by ceric ammonium nitrate (CAN) to give the corresponding metal-free dienes, CH(CO2Et)=C(SO2Ph)C(SiMe3)=CH(CO2Et) (5-ZE, 5-EZ, 5-ZZ), with retention of configuration. The oxidation of 4-ZE by iodine occurs with a different stereoselectivity than that observed with CAN, to provide the fourth diastereomer 5-EE in high yield. B97D/Def2-TZVPP(CH2Cl2) calculations predict the diene free-energy ordering as: 5-EE < 5-ZE < 5-EZ < 5-ZZ. | - |
| dc.language | eng | - |
| dc.relation.ispartof | Synlett | - |
| dc.subject | cobalt | - |
| dc.subject | computation | - |
| dc.subject | demetallation | - |
| dc.subject | diene | - |
| dc.subject | oxidation | - |
| dc.title | Stereospecific Oxidative Demetallation of Highly Functionalized CpCo(1,3-Diene) Complexes: An Experimental and Computational Study | - |
| dc.type | Article | - |
| dc.description.nature | link_to_subscribed_fulltext | - |
| dc.identifier.doi | 10.1055/s-0035-1560092 | - |
| dc.identifier.scopus | eid_2-s2.0-84941934981 | - |
| dc.identifier.volume | 26 | - |
| dc.identifier.issue | 16 | - |
| dc.identifier.spage | 2243 | - |
| dc.identifier.epage | 2246 | - |
| dc.identifier.eissn | 1437-2096 | - |
| dc.identifier.isi | WOS:000361823600012 | - |