Structure and dynamics of the phenol–water–argon cation radical

Chapman, Darren M.; Hompf, Franz J.; Müller‐Dethlefs, Klaus; Waterstradt, Eckhard; Hobza, Pavel; Špirko, V.

doi:10.1016/s0301-0104(98)00360-7

Cited by 8 publications

(9 citation statements)

References 27 publications

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“…The observed H-bonded structures of H + PhOH–W 1 are similar to those reported for neutral PhOH–W 1 and PhOH + –W 1 . ,,,,− In these clusters, the water molecule acts as a proton acceptor to the phenolic OH. The ν 1 and ν 3 frequencies of the water moiety are 3650 and 3748 cm –1 in neutral PhOH–W 1 , while they are 3626 and 3709 cm –1 in PhOH + –W 1 , respectively .…”

Section: Resultssupporting

confidence: 75%

“…On the other hand, neutral phenol-water clusters (PhOH–W n ) and phenol-water radical cation clusters (PhOH + –W n ) have been extensively studied in the gas phase. − Neutral PhOH–W n has been investigated by size-selective IR spectroscopy as a model of water H-bond networks. − It has been demonstrated that the H-bond network of PhOH–W n develops from ring structures to cage structures as the cluster size increases. − Further processes to form bulk-like structures including fully solvated water molecules have been discussed. , The H-bonded structures of PhOH + –W n have also been investigated by IR and electronic spectroscopies, and the occurrence of intracluster proton transfer from the phenol cation to the water moiety has been confirmed in n ≥ 3–4. − We should note that both the H-bonded networks of neutral and cationic hydrated phenols develop around the phenolic OH group and a direct interaction between the water network and the phenyl ring has not yet been observed in these systems.…”

Section: Introductionmentioning

confidence: 99%

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Infrared Spectroscopy of Protonated Phenol–Water Clusters

Katada

Fujii

2018

J. Phys. Chem. A

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To explore the microhydration structures of protonated phenol, size-selective infrared spectroscopy of protonated phenol-(water) clusters ( n = 1-5) was performed. The protonation of phenol can occur either at the phenyl ring or at the hydroxy group. The coexistence of the two isomer types separated by the high isomerization barrier was reconfirmed for bare protonated phenol. Preferential hydration of the hydroxy group initially occurs in both the two isomer types of protonated phenol. Development of the water hydrogen-bond network is localized around the hydroxy group up to n = 2. Intracluster proton transfer from the phenol moiety to the water moiety was observed in n ≥ 3-4. The water moiety with the HO ion core resides on the phenyl ring, and the water moiety is bound to the phenyl ring with a π-hydrogen bond. Such a structure is in striking contrast to those of phenol-(water) radical cation clusters, in which the water moiety is located away from the phenyl ring even when intracluster proton transfer occurs.

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Section: Resultssupporting

confidence: 75%

Section: Introductionmentioning

confidence: 99%

Infrared Spectroscopy of Protonated Phenol–Water Clusters

Katada

Fujii

2018

J. Phys. Chem. A

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“…This mode of binding can also be compared with those observed in phenol-water-argon ternary complexes. 49,50 As mentioned before, in the 1:1 Ar complex with phenol the Ar atom binds with the cloud of the aromatic ring and shows a redshift of 33 cm −1 in the electronic spectrum. However, in the water-phenol hydrogen-bonded dimer, wherein the water molecule binds at the phenolic OH site, the incoming Ar atom in the ternary complex prefers to attach at the hydrogen-bonded site and exhibits anomalous spectral shifts.…”

Section: Discussionmentioning

confidence: 61%

Specific and nonspecific interactions in a molecule with flexible side chain: 2-phenylethanol and its 1:1 complex with argon studied by high-resolution UV spectroscopy

Chervenkov

Karaminkov

Braun

et al. 2006

The Journal of Chemical Physics

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Using high-resolution resonance-enhanced two-photon ionization spectroscopy in combination with genetic-algorithm-based computer-aided rotational fit analysis and ab initio quantum chemistry calculations we determined the conformational structure and transition moment orientation in 2-phenylethanol and its 1:1 clusters with argon. The results clearly demonstrate that the gauche structure of 2-phenylethanol, which is stabilized by the intramolecular pi-hydrogen bond between the folded side chain and the benzene ring, is the most abundant in the cold molecular beam. In this conformer the transition moment is rotated by 18 degrees from the short axis of the aromatic ring. Two distinct 1:1 complexes of 2-phenylethanol with argon in a cis- and trans-configuration with respect to the side chain have been found. Employing the Kraitchman [Am. J. Phys. 21, 17 (1953)] analysis we have found that the structure of the 2-phenylethanol moiety and the orientation of the transition moment do not change after the complexation with argon within the experimental accuracy. From the measured band intensities we conclude that in addition to the dispersion interaction of the argon atom with the aromatic ring a hydrogen-bond-type interaction with the terminal -OH group of the side chain stabilizes the cis-structure of the 1:1 complex of 2-phenylethanol with argon.

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“…Calculations using the 6-31G* basis set were employed by Hobza and co-workers 17 to assign spectra of the phenol·H 2 O complex, although the calculated intermolecular frequencies were considerably higher than those observed experimentally . In this work, we employ the cc-pVDZ basis set to obtain structures and intermolecular vibrational frequencies for the neutral and cationic resorcinol·H 2 O complexes, since it has proven reliable for calculating structures of clusters involving water molecules. − …”

Section: Introductionmentioning

confidence: 99%

Observation of Hydrogen-Bonded Rotational Isomers of the Resorcinol·Water Complex

et al. 1999

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Three rotational isomers of resorcinol(1,3-dihydroxybenzene)·H2O have been identified using resonance-enhanced multiphoton ionization (REMPI), zero electron kinetic energy (ZEKE) spectroscopy, and ab initio calculations. Hole-burning spectroscopy was employed to confirm the presence of three isomers in the REMPI spectrum. The frequencies of the intermolecular vibrations and the S100 and ionization energy red shifts reveal that the water molecule hydrogen bonds more weakly to resorcinol than phenol. We discuss the spectral characteristics of the rotational isomers by considering the extent to which the second OH group of resorcinol perturbs the resorcinol·H2O hydrogen bond.

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Structure and dynamics of the phenol–water–argon cation radical

Cited by 8 publications

References 27 publications

Infrared Spectroscopy of Protonated Phenol–Water Clusters

Infrared Spectroscopy of Protonated Phenol–Water Clusters

Specific and nonspecific interactions in a molecule with flexible side chain: 2-phenylethanol and its 1:1 complex with argon studied by high-resolution UV spectroscopy

Observation of Hydrogen-Bonded Rotational Isomers of the Resorcinol·Water Complex

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