Gitonic and Distonic Alkanonium Dications (Diprotonated Alkane Dications C_nH_2n+4²⁺, n = 1−4)¹

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Abstract

The structures and stabilities of gitonic and distonic alkanonium dications, i.e., diprotonated alkane dications C_nH_2n+4²⁺ (n = 1−4), were investigated at the MP4(SDTQ)/6-311G**//MP2/6-31G** level. The global minimum energy structures (2, 4, 7, and 10) of the C_nH_2n+4²⁺ dications are double C−H protonated alkanes to give structures with two two electron three-center (2e-3c) bonds. Two different dissociation pathways for the dications, viz deprotonation and demethylation, were also computed. Demethylation was found to be the favorable mode of dissociation.

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This article has been cited by 5 ACS Journal articles (5 most recent appear below).

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  The Journal of Physical Chemistry A2010 114 (45), 12124-12127

  • Tri- and Tetraprotonated Ethane (C₂H₉³⁺ and C₂H₁₀⁴⁺) Containing Five- and Six-Coordinate Carbons

    Golam Rasul, G. K. Surya Prakash, and George A. Olah
    The Journal of Physical Chemistry A2010 114 (45), 12124-12127

    Triprotonated ethane (C2H93+) 4 and tetraprotonated ethane (C2H104+) 6 were found by ab initio MP2/cc-pVTZ calculations as viable energy minima. Their structure has three and four two-electron three-center (2e-3c) bonds, respectively. In contrast, ...

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• 

  Structure, Nature of Bonding, and Charge Distribution in Hydridoborane Dications BH_n²⁺ (n = 1−8)^1a

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    Golam Rasul, Jacques F. Dias, Peter Rudolf Seidl, G. K. Surya Prakash, and George A. Olah
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    Structures and stabilities of hydridoborane dications BHn2+ (n = 1−8; 1−8a) were calculated at the ab initio MP2/aug-cc-pVTZ and DFT B3LYP/aug-cc-pVTZ levels of theory. The dications BH2+ (1a) and BH22+ (2a) were characterized as being unstable, both ...

    Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
• 

  Influence of Electronegativity on Reactions Involving Triangular Three-Center, Two-Electron Bonds:  The −2hβ Effect

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    The HMO method, which describes the variation of bond energies of two-center, two-electron bonds AB with an electronegativity difference Δχ by a hyperbolic relationship, is investigated and suggests that the bond energies of triangular three-center, two-...

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  Vinyl Carbocations:  Solution Studies of Alkenyl(aryl)iodonium Triflate Fragmentations

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    The Journal of Organic Chemistry2001 66 (16), 5556-5565

    Generation of vinyl cations is facile by fragmentation of alkenyl(aryl)iodonium trifluoromethanesulfonates. Kinetics and electronic effects were probed by 1H NMR spectroscopy in CDCl3. Products of fragmentation include six enol triflate isomers in ...

    Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links

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