The more gold - the more enantioselective: cyclohydroaminations of γ-allenyl sulfonamides with mono-, bis-, and trisphospholane gold(I) catalysts ; dedicated to Professor Peter Hofmann on the occasion of his 65th birthday
A series of chiral mono-, di-, and trinuclear gold(I) complexes have been prepared and used as precatalysts in the asymmetric cyclohydroamination of N-protected γ-allenyl sulfonamides. The stereodirecting ligands were mono-, di-, and tridentate 2,5-diphenylphospholanes, which possessed C1, C2, and C...
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| Hauptverfasser: | , , , , |
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| Dokumenttyp: | Article (Journal) Festschrift |
| Sprache: | Englisch |
| Veröffentlicht: |
23 February 2012
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| In: |
Chemistry - a European journal
Year: 2012, Jahrgang: 18, Heft: 12, Pages: 3721-3728 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201103140 |
| Schlagworte: | |
| Online-Zugang: | Verlag, Volltext: http://dx.doi.org/10.1002/chem.201103140 Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201103140 |
| Verfasserangaben: | Lara-Isabel Rodríguez, Torsten Roth, Julio Lloret Fillol, Hubert Wadepohl, and Lutz H. Gade |
MARC
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| 245 | 1 | 4 | |a The more gold - the more enantioselective |b cyclohydroaminations of γ-allenyl sulfonamides with mono-, bis-, and trisphospholane gold(I) catalysts ; dedicated to Professor Peter Hofmann on the occasion of his 65th birthday |c Lara-Isabel Rodríguez, Torsten Roth, Julio Lloret Fillol, Hubert Wadepohl, and Lutz H. Gade |
| 246 | 3 | 3 | |a The more gold - the more enantioselective$dcyclohydroaminations of [gamma] -allenyl sulfonamides with mono-, bis-, and trisphospholane gold(I) catalysts ; dedicated to Professor Peter Hofmann on the occasion of his 65th birthday |
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| 520 | |a A series of chiral mono-, di-, and trinuclear gold(I) complexes have been prepared and used as precatalysts in the asymmetric cyclohydroamination of N-protected γ-allenyl sulfonamides. The stereodirecting ligands were mono-, di-, and tridentate 2,5-diphenylphospholanes, which possessed C1, C2, and C3 symmetry, respectively, thereby rendering the catalytic sites in the di- and trinuclear complexes symmetry equivalent. The C3-symmetric trinuclear complex displayed the highest activity and enantioselectivity (up to 95 % ee), whilst its mono- and dinuclear counterparts exhibited considerably lower enantioselectivities and activities. A similar trend was observed in a series of mono-, di-, and trinuclear 2,5-dimethylphospholane gold(I) complexes. Aurophilic interactions were established from the solid-state structures of the trinuclear gold(I) complexes, thereby raising the question as to whether these secondary forces were responsible for the different catalytic behavior observed. | ||
| 650 | 4 | |a asymmetric catalysis | |
| 650 | 4 | |a enantioselectivity | |
| 650 | 4 | |a gold | |
| 650 | 4 | |a hydroamination | |
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