Dietmar Kuck

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The interplay of proton transfer and hydride transfer reactions in alkylbenzenium ions and related protonated di- and oligophenylalkanes is presented and discussed. While intra- and interannular proton exchange has been recognised to be an ubiquitous feature in protonated arenes, hydride abstraction is much less obvious but can become a dominating(More)
A combined X-ray diffraction and theoretical study of the solid-state molecular and crystal structures of tribenzotriquinacene (TBTQ, 2) and its centro-methyl derivative (3) is presented. The molecular structure of the parent hydrocarbon displays C3v symmetry and the three indane wings adopt mutually orthogonal orientations, similar to the case in its(More)
From the vantage point of an organic chemist, many previously obscure fragmentation and isomerization processes of gaseous organic ions have become chemically reasonable reaction pathways. The term scrambling, used formerly as a synonym for mechanistic dilemmas concerning crazy atoms, has almost vanished from mass spectrometry literature in recent years,(More)
The hitherto unknown gas-phase basicity and proton affinity of 1,3,5-cycloheptatriene (CHT) have been determined by Fourier transform ion cyclotron resonance (FT-ICR) mass spectrometry. Several independent techniques were used in order to exclude ambiguities due to proton-induced isomerisation of the conjugate cyclic C(7)H(9)(+) ions, [CHT + H](+). The(More)
A positive-ion electrospray ionisation collision-induced dissociation mass spectrometric study on the fragmentation of the [M + H](+) ions of 2-(2-phenylethyl)chromone and a set of nine hydroxyl- and/or methoxy-substituted derivatives has revealed a highly prominent fragmentation channel, the loss of benzoquinomethanes or a benzaldehyde, respectively, as a(More)
Three perylene bisimide chromophores were arranged orthogonally to each other within the same molecule by appropriate 3-fold coupling to 10-methyltribenzotriquinacene, a rigid C(3v)-symmetrical framework containing three indane units oriented at right angles in space. The electronic operation of the three chromophores was shown to be independent within the(More)
Gaseous ion/neutral (I/N) complexes [R  C6H5CH2CH2CH2C6H5] with R = t-C4H9, s-C4H9 and s-C3H7 have been generated by protonation of the corresponding precursor compounds, R-C6H4CH2CH2CH2C6H5, in the chemical ionisation (CI) source of a sector-field mass spectrometer. The fragmentation of these I/N complexes and several deuterium-labelled isotopologues on(More)
Detailed insights gained from our research into the gas-phase chemistry of ionized and protonated diphenylalkanes and their congeners, obtained by extended synthesis of isotopically labeled model compounds and mass spectrometry, are presented and merged with those acquired during our development of a new family of polycyclic hydrocarbons, the(More)