Subtle differences in the hydrogen bonding of alcohol to divalent oxygen and sulfur

Lin Du; Shanshan Tang; Anne S. Hansen; Benjamin N. Frandsen; Zeina Maroun; Henrik G. Kjaergaard

doi:10.1016/j.cplett.2016.11.045

Subtle differences in the hydrogen bonding of alcohol to divalent oxygen and sulfur

Lin Du
, Shanshan Tang
, Anne S. Hansen
, Benjamin N. Frandsen
, Zeina Maroun
, Henrik G. Kjaergaard^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

38 Scopus citations

Abstract

The O[sbnd]H⋯O and O[sbnd]H⋯S hydrogen bonds were investigated by gas phase FTIR spectroscopy of alcohol–dimethylether and alcohol–dimethylsulfide complexes, with alcohols of increasing hydrogen bond donor strength; methanol (MeOH), ethanol (EtOH) and 2,2,2-trifluoroethanol (TFE). The TFE complexes are more stable and form stronger hydrogen bonds compared to complexes with MeOH and EtOH, which are comparable, and only for the stronger hydrogen bond donor (TFE) are the small differences in acceptor molecules highlighted. The equilibrium constant for complex formation was determined from the experimental and calculated intensity of the OH-stretching transition. The interactions are illustrated by theoretical calculations and topological analysis.

Original language	English
Pages (from-to)	146-153
Number of pages	8
Journal	Chemical Physics Letters
Volume	667
DOIs	https://doi.org/10.1016/j.cplett.2016.11.045
State	Published - 1 Jan 2017
Externally published	Yes

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title = "Subtle differences in the hydrogen bonding of alcohol to divalent oxygen and sulfur",

abstract = "The O[sbnd]H⋯O and O[sbnd]H⋯S hydrogen bonds were investigated by gas phase FTIR spectroscopy of alcohol–dimethylether and alcohol–dimethylsulfide complexes, with alcohols of increasing hydrogen bond donor strength; methanol (MeOH), ethanol (EtOH) and 2,2,2-trifluoroethanol (TFE). The TFE complexes are more stable and form stronger hydrogen bonds compared to complexes with MeOH and EtOH, which are comparable, and only for the stronger hydrogen bond donor (TFE) are the small differences in acceptor molecules highlighted. The equilibrium constant for complex formation was determined from the experimental and calculated intensity of the OH-stretching transition. The interactions are illustrated by theoretical calculations and topological analysis.",

author = "Lin Du and Shanshan Tang and Hansen, \{Anne S.\} and Frandsen, \{Benjamin N.\} and Zeina Maroun and Kjaergaard, \{Henrik G.\}",

note = "Publisher Copyright: {\textcopyright} 2016 Elsevier B.V.",

year = "2017",

month = jan,

day = "1",

doi = "10.1016/j.cplett.2016.11.045",

language = "英语",

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T1 - Subtle differences in the hydrogen bonding of alcohol to divalent oxygen and sulfur

AU - Du, Lin

AU - Tang, Shanshan

AU - Hansen, Anne S.

AU - Frandsen, Benjamin N.

AU - Maroun, Zeina

AU - Kjaergaard, Henrik G.

PY - 2017/1/1

Y1 - 2017/1/1

N2 - The O[sbnd]H⋯O and O[sbnd]H⋯S hydrogen bonds were investigated by gas phase FTIR spectroscopy of alcohol–dimethylether and alcohol–dimethylsulfide complexes, with alcohols of increasing hydrogen bond donor strength; methanol (MeOH), ethanol (EtOH) and 2,2,2-trifluoroethanol (TFE). The TFE complexes are more stable and form stronger hydrogen bonds compared to complexes with MeOH and EtOH, which are comparable, and only for the stronger hydrogen bond donor (TFE) are the small differences in acceptor molecules highlighted. The equilibrium constant for complex formation was determined from the experimental and calculated intensity of the OH-stretching transition. The interactions are illustrated by theoretical calculations and topological analysis.

AB - The O[sbnd]H⋯O and O[sbnd]H⋯S hydrogen bonds were investigated by gas phase FTIR spectroscopy of alcohol–dimethylether and alcohol–dimethylsulfide complexes, with alcohols of increasing hydrogen bond donor strength; methanol (MeOH), ethanol (EtOH) and 2,2,2-trifluoroethanol (TFE). The TFE complexes are more stable and form stronger hydrogen bonds compared to complexes with MeOH and EtOH, which are comparable, and only for the stronger hydrogen bond donor (TFE) are the small differences in acceptor molecules highlighted. The equilibrium constant for complex formation was determined from the experimental and calculated intensity of the OH-stretching transition. The interactions are illustrated by theoretical calculations and topological analysis.

UR - https://www.scopus.com/pages/publications/85003032893

U2 - 10.1016/j.cplett.2016.11.045

DO - 10.1016/j.cplett.2016.11.045

M3 - 文章

AN - SCOPUS:85003032893

SN - 0009-2614

VL - 667

SP - 146

EP - 153

JO - Chemical Physics Letters

JF - Chemical Physics Letters

ER -

Subtle differences in the hydrogen bonding of alcohol to divalent oxygen and sulfur

Abstract

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