The Library
Concerted reductive coupling of an alkyl chloride at Pt(IV)
Tools
Crosby, Sarah H., Thomas, Helen R., Clarkson, Guy J. and Rourke, Jonathan P.. (2012) Concerted reductive coupling of an alkyl chloride at Pt(IV). Chemical Communications, Vol.48 (No.46). pp. 5775-5777. ISSN 1359-7345
|
Text
WRAP_Rourke_chem comm revised 2.pdf - Accepted Version Restricted to Repository staff only until 19 April 2013. Download (644Kb) |
Official URL: http://dx.doi.org/10.1039/C2CC31572F
Abstract
Oxidation of a doubly cyclometallated platinum(II) complex results in two isomeric platinum(IV) complexes. Whereas the trans isomer is robust, being manipulable in air at room temperature, the cis isomer decomposes at −20 °C and above. Reductive coupling of an alkyl chloride at the cis isomer gives a new species which can be reoxidised. The independence of this coupling on additional halide rules out the reverse of an SN2 reaction, leaving a concerted process as the only sensible reaction pathway.
| Item Type: | Journal Article |
|---|---|
| Subjects: | Q Science > QD Chemistry |
| Divisions: | Faculty of Science > Chemistry |
| Library of Congress Subject Headings (LCSH): | Platinum -- Oxidation |
| Journal or Publication Title: | Chemical Communications |
| Publisher: | Royal Society of Chemistry |
| ISSN: | 1359-7345 |
| Date: | 2012 |
| Volume: | Vol.48 |
| Number: | No.46 |
| Page Range: | pp. 5775-5777 |
| Identification Number: | 10.1039/c2cc31572f |
| Status: | Peer Reviewed |
| Publication Status: | Published |
| Access rights to Published version: | Restricted or Subscription Access |
| Funder: | University of Warwick, Advantage West Midlands (AWM), European Regional Development Fund (ERDF) |
| References: | 1. J. D. Ruddick and B. L. Shaw, J. Chem. Soc. (A), 1969, 2969-2970. 2. (a) K. I. Goldberg, J. Y. Yan and E. L. Winter, J. Am. Chem. Soc., 1994, 116, 1573-1574. (b) K. I. Goldberg, J. Yan and E. M. Breitung, J. Am. Chem. Soc., 1995, 117, 6889-6896. 3. P. W. Vickers, J. M. Pearson, T. Ghaffar, H. Adams and A. Haynes, J. Phys. Org. Chem., 2004, 17, 1007-1016. 4. S.-B. Zhao, J. J. Becker and M. R. Gagné, Organometallics, 2011, 30, 3926-3929. 5. (a) A. Vigalok, Chem. Eur. J., 2008, 14, 5102-5108. (b) T. W. Lyons and M. S. Sanford, Chem. Rev., 2010, 110, 1147-1169. 6. (a) A. Yahav-Levi, I. Goldberg and A. Vigalok, J. Am. Chem. Soc., 2006, 128, 8710-8711. (b) A. Yahav-Levi, I. Goldberg, A. Vigalok and A. N. Vedernikov, Chem. Commun., 2010, 46, 3324-3326. (c) J. M. Racowski, N. D. Ball and M. S. Sanford, J. Am. Chem. Soc., 2011, 133, 18022-18025. 7. E. Lee, A. S. Kamlet, D. C. Powers, C. N. Neumann, G. B. Boursalian, T. Furuya, D. C. Choi, J. M. Hooker and T. Ritter, Science, 2011, 334, 639-642. 8. (a) C. P. Newman, K. Casey-Green, G. J. Clarkson, G. W. V. Cave, W. Errington and J. P. Rourke, Dalton Trans., 2007, 3170-3182. (b) J. Mamtora, S. H. Crosby, C. P. Newman, G. J. Clarkson and J. P. Rourke, Organometallics, 2008, 27, 5559-5565. (c) S. H. Crosby, G. J. Clarkson and J. P. Rourke, J. Am. Chem. Soc., 2009, 131, 14142. 9. (a) S. H. Crosby, G. J. Clarkson, R. J. Deeth and J. P. Rourke, Organometallics, 2010, 29, 1966-1976. (b) S. H. Crosby, G. J. Clarkson, R. J. Deeth and J. P. Rourke, Dalton Trans., 2011, 40, 1227-1229. (c) H. R. Thomas, R. J. Deeth, G. J. Clarkson and J. P. Rourke, Organometallics, 2011, 30, 5641-5648. 10. S. H. Crosby, G. J. Clarkson and J. P. Rourke, Organometallics, 2011, 30, 3603-3609. 11. S. R. Whitfield and M. S. Sanford, Organometallics, 2008, 27, 1683. 12. A. Yahav-Levi, I. Goldberg, A. Vigalok and A. N. Vedernikov, J. Am. Chem. Soc., 2008, 130, 724-731. 13. C. M. Frech and D. Milstein, J. Am. Chem. Soc., 2006, 128, 12434. 14. J. B. Gary and M. S. Sanford, Organometallics, 2011, 30, 6143-6149. 15. A. L. Renz, L. M. Perez and M. B. Hall, Organometallics, 2011, 30, 6365-6371. 16. (a) D. C. Powers, D. Benitez, E. Tkatchouk, W. A. Goddard, III and T. Ritter, J. Am. Chem. Soc., 2010, 132, 14092-14103. (b) D. C. Powers, M. A. L. Geibel, J. Klein and T. Ritter, J. Am. Chem. Soc., 2009, 131, 17050-+. (c) D. C. Powers and T. Ritter, Nature Chemistry, 2009, 1, 302-309. (d) D. C. Powers, D. Y. Xiao, M. A. L. Geibel and T. Ritter, J. Am. Chem. Soc., 2010, 132, 14530-14536. 17. (a) B. S. Williams, A. W. Holland and K. I. Goldberg, J. Am. Chem. Soc., 1998, 121, 252-253. (b) B. S. Williams and K. I. Goldberg, J. Am. Chem. Soc., 2001, 123, 2576-2587. 18. J. R. Khusnutdinova, L. L. Newman, P. Y. Zavalij, Y. F. Lam and A. N. Vedernikov, J. Am. Chem. Soc., 2008, 130, 2174-2175. |
| URI: | http://wrap.warwick.ac.uk/id/eprint/50359 |
Actions (login required)
![]() |
View Item |
Tools
Tools

