Complexes of Gilman reagents with C-S and C-N double bonds: δ or π bonding?

Journal of the American Chemical Society

Volumn 132, Issue 28, 2010, Pages 9549-9551

  Bertz, Steven H ^a   Moazami, Yasamin ^a   Murphy, Michael D ^a   Ogle, Craig A ^a   Richter, Joshua D ^a   Thomas, Andy A ^a  

^a UNIVERSITY OF NORTH CAROLINA AT CHARLOTTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DOUBLE BONDS; HIGH YIELD; METHYL ISOTHIOCYANATE; NMR SPECTROMETER; OXIDATION STATE; PHENYL ISOTHIOCYANATE; THIOCARBONYL COMPOUNDS; TRANSIENT INTERMEDIATE; TRITHIOCARBONATE;

CARBON DISULFIDE; ETHYLENE; SPECTROMETERS;

COPPER COMPOUNDS;

CARBON DISULFIDE; CARBONYL DERIVATIVE; COPPER; GILMAN REAGENT; PHENYL ISOTHIOCYANATE; REAGENT; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION;

EID: 77954641505     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja103068h     Document Type: Article

References (15)

1. Kharasch, M. S. and Tawney, P. O. J. Am. Chem. Soc. 1941, 63, 2308
2. House, H. O., Respess, W. L., and Whitesides, G. M. J. Org. Chem. 1966, 31, 3128
3. Bertz, S. H., Dabbagh, G., and Williams, L. M. J. Org. Chem. 1985, 50, 4415
4. Background: Bertz, S. H., Carlin, C. M., Deadwyler, D. A., Murphy, M. D., Ogle, C. A., and Seagle, P. H. J. Am. Chem. Soc. 2002, 124, 13650
5. Procedure: Bartholomew, E. R., Bertz, S. H., Cope, S. K., Murphy, M. D., Ogle, C. A., and Thomas, A. A. Chem. Commun. 2010, 46, 1253
6. Bertz, S. H., Cope, S., Murphy, M., Ogle, C. A., and Taylor, B. J. J. Am. Chem. Soc. 2007, 129, 7208
7. Bertz, S. H., Cope, S., Dorton, D., Murphy, M., and Ogle, C. A. Angew. Chem., Int. Ed. 2007, 46, 7082
8. Bartholomew, E. R., Bertz, S. H., Cope, S., Dorton, D. C., Murphy, M., and Ogle, C. A. Chem. Commun. 2008, 1176
9. Bartholomew, E. R., Bertz, S. H., Cope, S., Murphy, M., and Ogle, C. A. J. Am. Chem. Soc. 2008, 130, 11244
10. Beck, R., Sun, H., Li, X., Camadanli, S., and Klein, H.-F. Eur. J. Inorg. Chem. 2008, 3253 and refs 7 and 8 cited therein
11. Makioka, Y., Uebori, S., Tsuno, M., Taniguchi, Y., Takaki, K., and Fujiwara, Y. J. Org. Chem. 1996, 61, 372
12. Hu, H. and Snyder, J. P. J. Am. Chem. Soc. 2007, 129, 7210
13. Snyder, J. P. J. Am. Chem. Soc. 1995, 117, 11025
14. Bertz, S. H., Murphy, M. D., Ogle, C. A., and Thomas, A. A. Chem. Commun. 2010, 46, 1255
15. Gärtner, T., Yoshikai, N., Neumeier, M., Nakamura, E., and Gschwind, R. M. Chem. Commun. 2010, 46, 4625.