Determination of the intermolecular geometry of the phenol–methanol cluster

Westphal, A.; Jacoby, Ch.; Ratzer, Ch.; Reichelt, Arno; Schmitt, Michaël

doi:10.1039/b307223a

Cited by 18 publications

(13 citation statements)

References 32 publications

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“…These two systems are found to be the most stable in the proton‐bound structure. Figure 3(b) shows that the O atom of CH 3 OH interacts with the OH group of Ph to form a hydrogen bond (confirmed experimentally by Westphal et al 42 for the neutral complex). The structures of neutral and cationic Ph–CH 3 F complexes are shown in Figs.…”

Section: Resultssupporting

confidence: 64%

Theoretical study of neutral and cationic complexes involving phenol

Tran

Wesołowski

2004

Int J of Quantum Chemistry

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Geometry and interaction energy in complexes of the Ph-L type (L ϭAr, N 2 , CO, H 2 O, NH 3 , CH 4 , CH 3 OH, CH 3 F) involving neutral or cationic phenol were determined using the density functional theory formalism based on the minimization of the total energy bifunctional and gradient-dependent approximations for its exchangecorrelation and nonadditive kinetic-energy parts. For the neutral complexes the calculated interaction energies range from 1 kcal/mol for the Ph-Ar complex to about 10 kcal/mol for Ph-NH 3 . The interactions are stronger if the cationic phenol is involved (up to 25 kcal/mol). It is found, except for neutral Ph-Ar, that the hydrogen-bonded structure is more stable than the -bound one. Calculated interaction energies (D e ) correlate well with the experimental dissociation energies (D 0 ).

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Section: Resultssupporting

confidence: 64%

Theoretical study of neutral and cationic complexes involving phenol

Tran

Wesołowski

2004

Int J of Quantum Chemistry

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“…In the phenol dimer, dispersive interactions between the aromatic rings play an important structural role, while for most hydrogen-bonded phenol-X clusters (X = H 2 O, [6][7][8][9][10][11][12][13][14][15][16][17][18][19][20] CH 3 OH, [21][22][23] N 2 , [24][25][26][27][28][29] NH 3 , [30][31][32][33][34][35][36][37][38][39] CO [24,40] ) the hydrogen bond is by far the most important structure determining parameter.…”

Section: Introductionmentioning

confidence: 99%

Determination of the Geometry Change of the Phenol Dimer upon Electronic Excitation

et al. 2007

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The change of the phenol dimer (PH2) structure upon electronic excitation is determined by a Franck-Condon analysis of the intensities in the fluorescence emission spectra obtained via excitation of seven different vibronic bands. A total of 547 emission band intensities are fitted, together with the changes of rotational constants upon electronic excitation of fi ve isotopomers. These rotational constants are taken from previously published [Schmitt et al. ChemPhysChem 2006, 7, 1241-1249] high-resolution LIF measurements. The geometry change upon electronic excitation of the pipi* state of the donor moiety can be described by a strong shortening of the hydrogen bond, a shortening of the CO bond in the donor moiety, an overall symmetric expansion of the donor phenol ring, and a nearly unchanged acceptor moiety. The resulting geometry changes are interpreted on the basis of ab initio calculations.

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“…[1] The phenol dimer takes a special position, since one of the cluster constituents acts as proton donor and the other as proton acceptor. Dispersive interactions between the aromatic rings are most likely to play an important role in the structure, while for most of the other phenol-X clusters (X = H 2 O, [2][3][4][5][6][7][8][9][10][11][12][13][14][15] CH 3 OH, [16][17][18] N 2 , [19][20][21][22][23][24] NH 3 , [25][26][27][28][29][30][31][32][33][34] CO [19,35] ) the hydrogen bond is the main structure-determining parameter. Exceptions here are, of course, clusters of phenol with noble gases [36,37] or with CH 4 , [38] which are stabilized by pure van der Waals interactions.…”

Section: Introductionmentioning

confidence: 99%

Determining the Intermolecular Structure in the S₀ and S₁ States of the Phenol Dimer by Rotationally Resolved Electronic Spectroscopy

Schmitt¹,

Böhm²,

Ratzer³

et al. 2006

ChemPhysChem

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The rotationally resolved UV spectra of the electronic origins of five isotopomers of the phenol dimer have been measured. The complex spectra are analyzed using a fitting strategy based on a genetic algorithm. The intermolecular geometry parameters have been determined from the inertial parameters for both electronic states and compared to the results of ab initio calculations. In the electronic ground state, a larger hydrogen-bond length than in the ab initio calculations is found together with a smaller tilt angle of the aromatic rings, which shows a more pronounced dispersion interaction. In the electronically excited state, the hydrogen-bond length decreases, as has been found for other hydrogen-bonded clusters of phenol, and the two aromatic rings are tilted less toward each other.

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Determination of the intermolecular geometry of the phenol–methanol cluster

Cited by 18 publications

References 32 publications

Theoretical study of neutral and cationic complexes involving phenol

Theoretical study of neutral and cationic complexes involving phenol

Determination of the Geometry Change of the Phenol Dimer upon Electronic Excitation

Determining the Intermolecular Structure in the S₀ and S₁ States of the Phenol Dimer by Rotationally Resolved Electronic Spectroscopy

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Determination of the intermolecular geometry of the phenol–methanol cluster

Cited by 18 publications

References 32 publications

Theoretical study of neutral and cationic complexes involving phenol

Theoretical study of neutral and cationic complexes involving phenol

Determination of the Geometry Change of the Phenol Dimer upon Electronic Excitation

Determining the Intermolecular Structure in the S0 and S1 States of the Phenol Dimer by Rotationally Resolved Electronic Spectroscopy

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Determining the Intermolecular Structure in the S₀ and S₁ States of the Phenol Dimer by Rotationally Resolved Electronic Spectroscopy