Abstract
The collision-induced dissociation of the adduct ions C60(C4H8) 2+2 and C60(C4H8) 2+3 formed by sequential reactions of C 2+60 with 1-butene has been investigated by using a selected-ion flow tube (SIFT) apparatus. Experiments at 295 ± 2 K in 0.35 ± 0.02 torr of helium indicated that C 2+60 adds at least five molecules of 1-butene in a sequential fashion with rates that decrease with the number of molecules added. Collision-induced dissociation experiments in which the downstream sampling nose cone of the SIFT was biased with respect to the flow tube indicated that the adduct ions C60(C4H8) 2+2 and C60(C4H8) 2+3 dissociate into C ·+60 and (C4H8) ·+2 and (C4H8) ·+3 , respectively. These observations provide evidence for the occurrence of charge separation in the derivatization of C60 dications and support the “ball-and-chain” mechanism first proposed by Wang et al. in 1992 for the sequential multiple addition of 1,3-butadiene to C 2+60 and C 2+70 .
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Scheier, P.; Märk, T. D. Phys. Rev. Lett. 1994, 73, 54.
See, for example Gross, D. S.; Williams, E. R. J. Am. Chem. Soc. 1995, 117, 883;
Rockwood, A. L.; Busman, M.; Smith, R. D. Int. J. Mass Spectrom. Ion Processes 1991, 111, 103.
Wang, J.; Javahery, G.; Petrie, S.; Bohme, D. K. J. Am. Chem. Soc. 1992, 114, 9665.
Wang, J.; Javahery, G.; Petrie, S.; Hopkinson, A. C.; Bohme, D. K. Angew. Chem. Int. Ed. Engl. 1994, 33, 206.
“Ball-and-chain” molecules in which the C60 unit has been functionalized with a rigid polycyclic chain recently have been synthesized by Khan,, S. I.; Oliver,, A. M.; Paddon-Row,, M. N.; Rubin, Y. J. Am. Chem. Soc. 1993, 115, 4919.
Mackay, G. I.; Vlachos, G. D.; Bohme, D. K.; Schiff, H. I. Int. J. Mass Spectrom. Ion Phys. 1980, 36, 259.
Raksit, A. B.; Bohme, D. K. Int. J. Mass Spectrom. Ion Processes 1983/84, 55, 69.
Lias, S. G.; Liebman, J. E.; Holmes, J. L.; Levin, R. D.; Mallard, W. G. J. Phys. Chem. Ref. Data 1988, 365, Suppl. 1.
Bohme, D. K. Int. Rev. Phys. Chem. 1994, 13, 163.
Petrie, S.; Wang, J.; Bohme, D. K. Chem. Phys. Lett. 1993, 204, 473.
See, for example, Koch, W.; Liu, B. J. Am. Chem. Soc. 1989, 111, 3479.
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Wang, J., Baranov, V. & Bohme, D.K. Collision-induced dissociation evidence for charge separation and “ball-and-chain” propagation in the addition of 1-butene to C 2+60 . J Am Soc Mass Spectrom 7, 261–265 (1996). https://doi.org/10.1016/1044-0305(95)00678-8
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DOI: https://doi.org/10.1016/1044-0305(95)00678-8