Reactions of diacetylene radical cation with ethylene

Goebbert, Daniel J.; Liu, Xinping; Wenthold, Paul G.

doi:10.1016/j.jasms.2003.10.003

Cited by 11 publications

(4 citation statements)

References 43 publications

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“…This pair potential has been used in several studies to investigate proton hydration. , The binding energies and the distances between the proton and the water oxygen atoms in small clusters calculated using the interaction potential described in eq 2 agree well with ab initio results and with experimental data (ref and 42 and references therein). For instance, the model yields a proton−single water molecule interaction energy of 7.3 eV, in good agreement with the experimental value 7.2 eV …”

Section: Methodssupporting

confidence: 83%

Protons Colliding with Crystalline Ice: Proton Reflection and Collision Induced Water Desorption at Low Incidence Energies

et al. 2005

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We present results of classical trajectory (CT) calculations on the sticking of protons to the basal plane (0001) face of crystalline ice, for normal incidence at a surface temperature (Ts) of 80 K. The calculations were performed for moderately low incidence energies (Ei) ranging from 0.05 to 4.0 eV. Surprisingly, significant reflection is predicted at low values of Ei (< or = 0.2 eV) due to repulsive electrostatic interactions between the incident proton and the surface water molecules with one of their H-atoms pointing upward toward the gas phase. The sticking probability increases with Ei and converges to unity for Ei > or = 0.8 eV. In the case of sticking, the proton is trapped in the ice forming a Zundel complex (H5O2+), with an average binding energy of 9.9 eV with a standard deviation of 0.5 eV, independent of the value of Ei. In nearly all sticking trajectories, the proton is implanted into the ice surface, with a penetration depth that increases with Ei. The strong interaction with the neighboring water molecules leads to a local rupture of the hydrogen bonding network, resulting in collision induced desorption of water (puffing), a process that occurs with significant probability even at the lowest Ei considered. The probability of water desorption increases with Ei. In nearly all trajectories in which water desorption occurs, a single three-coordinated water molecule is desorbed from the topmost monolayer.

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Section: Methodssupporting

confidence: 83%

Protons Colliding with Crystalline Ice: Proton Reflection and Collision Induced Water Desorption at Low Incidence Energies

et al. 2005

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“…Mechanistically, radical cation Diels-Alder reactions are generally considered to be stepwise reactions, [16][17][18] as demonstrated by experimental 19,20 and computational [21][22][23][24][25][26][27][28][29][30][31][32][33][34][35] studies. The stepwise mechanism is the result of removing an electron from the HOMO (or, less commonly, the addition of an electron to the antibonding orbital in the case of radical anions), weakening the bond and making the bond easier to break.…”

Section: Mechanism and The Origin Of The Rate Accelerationmentioning

confidence: 99%

Selectivity in Radical Cation Cycloadditions

Sevov

Wiest

2009

Carbon‐Centered Free Radicals and Radical Cations

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“…Goebbert et al reported the reaction of a diacetylene radical cation with ethylene to produce ionized benzene, m/z 78 [eqn (4)]. 30 The structure of the ion was established by the characteristic ion-molecule reaction of the cation at m/z 78 with Scheme 4…”

Section: B Carbocation Reactionsmentioning

confidence: 99%

12 Organic gas-phase ion chemistry

Schafman

Wenthold

2005

Annu. Rep. Prog. Chem., Sect. B

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Physical organic chemistry studies utilizing gas-phase ion chemistry in the past year are summarized. The studies reported range from thermochemical studies, illustrated by the isomeric cyclohexane acidity study and the study of alkyl cation reactions with ozone, to mechanistic investigations that find solvation to have very little influence in the transition state of S N 2 reactions. Also included are groundbreaking structural studies exemplified in the generation and characterization of the first example of an open-shell doublet triradical, and the integration of previously autonomous techniques in an empirical study of the reaction of previously difficult to generate neutral organic intermediates with ions. Studies of biological and organometallic reagents are also surveyed, as well as advances in photoelectron spectroscopy.

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Reactions of diacetylene radical cation with ethylene

Cited by 11 publications

References 43 publications

Protons Colliding with Crystalline Ice: Proton Reflection and Collision Induced Water Desorption at Low Incidence Energies

Protons Colliding with Crystalline Ice: Proton Reflection and Collision Induced Water Desorption at Low Incidence Energies

Selectivity in Radical Cation Cycloadditions

12 Organic gas-phase ion chemistry

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