Gaseous [M - H]+ ions of alpha,omega-diphenylalkanes: cyclization to [M + H]+ type ions of benzocycloalkanes as recognized by chain-length dependent proton exchange

Kuck D (1992)
International Journal of Mass Spectrometry and Ion Processes 117(1-3): 441-455.

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Journal Article | Published | English
Abstract
Metastable [M - H]+ ions of alpha,omega-diphenylalkanes C6H5(CH2)xC6H5 where x = 3-6 (structures 3-6 respectively), generated by hydride abstraction in the chemical ionization (i-butane) source, eliminate benzene after proton exchange between the aromatic rings. The proton exchange is slow for ions [3 - H]+ and [4 - H]+, but fast and apparently complete for ions [5 - H]+ and [6 - H]+. These observations, combined with collision activation experiments, suggest the cyclization of the [M - H]+ ions to isomeric protonated 1-phenylbenzocycloalkane and 1-benzylbenzocycloalkane derivatives, i.e. to [M1 + H]+ type ions, with a preference for protonated tetralin structures. Hydrogen exchange between the aliphatic chain and the rings is absent or negligible for [M - H]+ ions of 3-5 but is significant for ions [6 - H]+.
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Kuck D. Gaseous [M - H]+ ions of alpha,omega-diphenylalkanes: cyclization to [M + H]+ type ions of benzocycloalkanes as recognized by chain-length dependent proton exchange. International Journal of Mass Spectrometry and Ion Processes. 1992;117(1-3):441-455.
Kuck, D. (1992). Gaseous [M - H]+ ions of alpha,omega-diphenylalkanes: cyclization to [M + H]+ type ions of benzocycloalkanes as recognized by chain-length dependent proton exchange. International Journal of Mass Spectrometry and Ion Processes, 117(1-3), 441-455.
Kuck, D. (1992). Gaseous [M - H]+ ions of alpha,omega-diphenylalkanes: cyclization to [M + H]+ type ions of benzocycloalkanes as recognized by chain-length dependent proton exchange. International Journal of Mass Spectrometry and Ion Processes 117, 441-455.
Kuck, D., 1992. Gaseous [M - H]+ ions of alpha,omega-diphenylalkanes: cyclization to [M + H]+ type ions of benzocycloalkanes as recognized by chain-length dependent proton exchange. International Journal of Mass Spectrometry and Ion Processes, 117(1-3), p 441-455.
D. Kuck, “Gaseous [M - H]+ ions of alpha,omega-diphenylalkanes: cyclization to [M + H]+ type ions of benzocycloalkanes as recognized by chain-length dependent proton exchange”, International Journal of Mass Spectrometry and Ion Processes, vol. 117, 1992, pp. 441-455.
Kuck, D.: Gaseous [M - H]+ ions of alpha,omega-diphenylalkanes: cyclization to [M + H]+ type ions of benzocycloalkanes as recognized by chain-length dependent proton exchange. International Journal of Mass Spectrometry and Ion Processes. 117, 441-455 (1992).
Kuck, Dietmar. “Gaseous [M - H]+ ions of alpha,omega-diphenylalkanes: cyclization to [M + H]+ type ions of benzocycloalkanes as recognized by chain-length dependent proton exchange”. International Journal of Mass Spectrometry and Ion Processes 117.1-3 (1992): 441-455.
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