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Rollover-Assisted C(sp2)C(sp3) Bond Formation
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Zucca, Antonio, Maidich, Luca, Canu, Laura, Petretto, Giacomo L., Stoccoro, Sergio, Cinellu, Maria Agostina, Clarkson, Guy J. and Rourke, Jonathan (2014) Rollover-Assisted C(sp2)C(sp3) Bond Formation. Chemistry - A European Journal, 20 (18). pp. 5501-5510. doi:10.1002/chem.201304257
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Official URL: http://dx.doi.org/10.1002/chem.201304257
Abstract
Rollover cyclometalation involves bidentate heterocyclic donors, unusually acting as cyclometalated ligands. The resulting products, possessing a free donor atom, react differently from the classical cyclometalated complexes. Taking advantage of a “rollover”/“retro-rollover” reaction sequence, a succession of oxidative addition and reductive elimination in a series of platinum(II) complexes [Pt(N,C)(Me)(PR3)] resulted in a rare C(sp2)[BOND]C(sp3) bond formation to give the bidentate nitrogen ligands 3-methyl-2,2′-bipyridine, 3,6-dimethyl-2,2′-bipyridine, and 3-methyl-2-(2′-pyridyl)-quinoline, which were isolated and characterized. The nature of the phosphane PR3 is essential to the outcome of the reaction. This route constitutes a new method for the activation and functionalization of C[BOND]H bond in the C(3) position of bidentate heterocyclic compounds, a position usually difficult to functionalize.
| Item Type: | Journal Article | ||||||
|---|---|---|---|---|---|---|---|
| Divisions: | Faculty of Science > Chemistry | ||||||
| Journal or Publication Title: | Chemistry - A European Journal | ||||||
| Publisher: | Wiley - V C H Verlag GmbH & Co. KGaA | ||||||
| ISSN: | 0947-6539 | ||||||
| Official Date: | 28 March 2014 | ||||||
| Dates: |
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| Volume: | 20 | ||||||
| Number: | 18 | ||||||
| Page Range: | pp. 5501-5510 | ||||||
| DOI: | 10.1002/chem.201304257 | ||||||
| Status: | Peer Reviewed | ||||||
| Publication Status: | Published | ||||||
| Access rights to Published version: | Restricted or Subscription Access |
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