Gas-phase unimolecular reactions of pallada- and nickelalactone anions

Organometallics

Volumn 31, Issue 21, 2012, Pages 7467-7475

  Vikse, Krista L ^a,b   Khairallah, George N ^a,b   O'Hair, Richard A J ^a,b  

^a UNIVERSITY OF MELBOURNE   (Australia)

^b UNIVERSITY OF MELBOURNE   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

C-C BOND FORMATION; DFT CALCULATION; GAS PHASE ION CHEMISTRY; GAS-PHASE REACTIONS; GASPHASE; ION-MOLECULE REACTION; ISOTOPE LABELING; LINEAR ION TRAP; LOW-ENERGY COLLISION-INDUCED DISSOCIATION; METHYL IODIDE; METHYL RADICAL; MULTI-STAGE MASS SPECTROMETRY; OXIDATION STATE; PALLADIUM COMPLEXES; REDUCTIVE ELIMINATION; UNIMOLECULAR REACTIONS;

BUTANE; CARBOXYLATION; CHEMICAL BONDS; DENSITY FUNCTIONAL THEORY; ELECTROSPRAY IONIZATION; ETHYLENE; EXPERIMENTS; IONS; ISOTOPES; MASS SPECTROMETRY; NICKEL; ORGANOMETALLICS; PALLADIUM; PALLADIUM COMPOUNDS; PHASE INTERFACES; REACTION INTERMEDIATES;

CARBON DIOXIDE;

EID: 84869040751     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om300741n     Document Type: Article

References (48)

1. Dupont, J.; Flores, F. R. Palladacycles in catalysis. In Green Catalysis, Vol. 1: Homogeneous Catalysis; Crabtree, R. H., Ed.; Wiley-VCH: Weinheim, Germany, 2009; Vol. 1, pp 319-342.
2. Iglesias, á.; álvarez, R.; de Lera, á. R.; Muñiz, K. Angew. Chem., Int. Ed. 2012, 51, 2225-2228
3. Rauf, W.; Thompson, A. L.; Brown, J. M. Dalton Trans. 2010, 39, 10414-10421
4. Dupont, J.; Pfeffer, M.; Eds. Palladacycles: Synthesis, Characterization and Applications; Wiley-VCH: Weinheim, Germany, 2008; p 417. For a recent review highlighting gas-phase studies on a special case of cyclometalation, i.e. "rollover" cyclometalation, see
5. Butschke, B; Schwarz., H. Chem. Sci. 2012, 3, 308-326
6. Kakino, R.; Nagayama, K.; Kayaki, Y.; Shimizu, I.; Yamamoto, A. Chem. Lett. 1999, 7, 685-686
7. Nagayama, K.; Kawataka, F.; Sakamoto, M.; Shimizu, I.; Yamamoto, A. Bull. Chem. Soc. Jpn. 1999, 72, 573-580
8. Bruckmeier, C.; Lehenmeier, M. W.; Reichardt, R.; Vagin, S.; Rieger, B. Organometallics 2010, 29, 2199-2202
9. O'Hair, R. A. J. Chem. Commun. 2006, 1469-1481
10. James, P. F.; O'Hair, R. A. J. Org. Lett. 2004, 6, 2761-2764
11. Rijs, N.; Khairallah, G. N.; Waters, T.; O'Hair, R. A. J. J. Am. Chem. Soc. 2008, 130, 1069-1079
12. Khairallah, G. N.; Waters, T.; O'Hair, R. A. J. Dalton Trans. 2009, 2832-2836
13. Rijs, N. J.; Yates, B. F.; O'Hair, R. A. J. Chem. Eur. J. 2010, 16, 2674-2678
14. Rijs, N. J.; O'Hair, R. A. J. Organometallics 2010, 29, 2282-2291
15. Rijs, N. J.; Yoshikai, N.; Nakamura, E.; O'Hair, R. A. J. J. Am. Chem. Soc. 2012, 134, 2569-2580
16. Rijs, N. J.; O'Hair, R. A. J. Dalton Trans. 2012, 41, 3395-3406
17. Sraj, L. O.; Khairallah, G. N.; da Silva, G.; O'Hair, R. A. J. Organometallics 2012, 31, 1801-1807
18. O'Hair, R. A. J. Chem. Commun. 2002, 20-21
19. Rijs, N. J.; O'Hair, R. A. J. Organometallics 2009, 28, 2684-2692
20. Brunet, C.; Antoine, R.; Broyer, M.; Dugourd, P.; Kulesza, A.; Petersen, J.; Röhr, M. I. S.; Mitrić, R.; Bonačić- Koutecký, V.; O'Hair, R. A. J. J. Phys. Chem. A 2011, 115, 9120-9127
21. Röhr, M. I. S.; Petersen, J.; Brunet, C.; Antoine, R.; Broyer, M.; Dugourd, P.; Bonačić-Koutecký, V.; O'Hair, R. A. J.; Mitrić, R. J. Phys. Chem. Lett. 2012, 3, 1197-1201
22. Rijs, N. J.; Sanvido, G. B.; Khairallah, G. N.; O'Hair, R. A. J. Dalton Trans. 2010, 39, 8655-8662
23. Woolley, M. J.; Khairallah, G. N.; Donnelly, P. S.; O'Hair, R. A. J. Rapid Commun. Mass Spectrom. 2011, 25, 2083-2088
24. O'Hair, R. A. J.; Vrkic, A. K.; James, P. F. J. Am. Chem. Soc. 2004, 126, 12173-12183
25. Thum, C. C. L.; Khairallah, G. N.; O'Hair, R. A. J. Angew. Chem., Int. Ed. 2008, 48, 9118-9121
26. Khairallah, G. N.; Thum, C.; O'Hair, R. A. J. Organometallics 2009, 28, 5002-5011
27. Khairallah, G. N.; Yoo, E. J. H.; O'Hair, R. A. J. Organometallics 2010, 29, 1238-1245
28. Leeming, M. G.; Khairallah, G. N.; da Silva, G.; O'Hair, R. A. J. Organometallics 2011, 30, 4297-4307
29. Jacob, A. P.; James, P. F.; O'Hair, R. A. J. Int. J. Mass Spectrom. 2006, 255-256, 45-52
30. Butschke, B.; Schwarz, H. Chem. Eur. J. 2011, 17, 11761-11772
31. Donald, W. A.; McKenzie, C. J.; O'Hair, R. A. J. Angew. Chem., Int. Ed. 2011, 50, 8379-8383
32. Lam, A. K. Y.; Li, C.; Khairallah, G.; Kirk, B. B.; Blanksby, S. J.; Trevitt, A. J.; Wille, U.; O'Hair, R. A. J.; da Silva, G. Phys. Chem. Chem. Phys. 2012, 14, 2417-2426
33. Frisch, M. J., Gaussian 09, Revision B.01; Gaussian, Inc., Wallingford, CT, 2010. See the Supporting Information for complete citation.
34. Zhao, Y.; Truhlar, D. G. Theor. Chem. Acc. 2008, 120, 215-241
35. Maestri, G.; Motti, E.; Della Ca, N.; Malacria, M.; Derat, E.; Catellani, M. J. Am. Chem. Soc. 2011, 133, 8574-8585
36. Benitez, D.; Tkatchouk, E.; Goddard, W. A. Organometallics 2009, 28, 2643-2645
37. Dunning, T. H., Jr.; Hay, P. J. In Modern Theoretical Chemistry; Schaefer, H. F., III, Ed.; Plenum: New York, 1976; Vol. 3, pp 1-28.
38. Fuentealba, P.; Preuss, H.; Stoll, H.; Szentpaly, L. v. Chem. Phys. Lett. 1982, 89, 418-22
39. Kendall, R. A.; Dunning, T. H., Jr.; Harrison, R. J. J. Chem. Phys. 1992, 96, 6796-6806
40. Woon, D. E.; Dunning, T. H., Jr. J. Chem. Phys. 1993, 98, 1358-1371
41. Stoyanov, E. S. J. Struct. Chem. 2000, 41, 440-445
42. Nosova, V. M.; Ustynyuk, Y. A.; Bruk, L. G.; Temkin, O. N.; Kisin, A. V.; Storozhenko, P. A. Inorg. Chem. 2011, 50, 9300-9310
43. Fischer, R.; Langer, J.; Malassa, A.; Walther, D.; Görls, H.; Vaughan, G. Chem. Commun. 2006, 23, 2510-2512
44. Hoberg, H.; Schaefer, D.; Burkhart, G.; Krueger, C.; Romano, M. J. J. Organomet. Chem. 1984, 266, 203-224
45. Malinakova, H. C. Top. Organomet. Chem. 2011, 35, 85-110
46. Sehnal, P.; Taylor, R. J. K.; Fairlamb, I. J. S. Chem. Rev. 2010, 110, 824-89
47. Racowski, J. M.; Sanford, M. S. Top. Organomet. Chem. 2011, 35, 61-84
48. Khusnutdinova, J. R.; Qu, F.; Zhang, Y.; Rath, N. P.; Mirica, L. M. Organometallics 2012, 31, 4627-4630