Intermolecular Interactions between Aldehydes and Alcohols: Conformational Equilibrium and Rotational Spectra of Acrolein-Methanol Complex-Reference-Cited by-同舟云学术

Intermolecular Interactions between Aldehydes and Alcohols: Conformational Equilibrium and Rotational Spectra of Acrolein-Methanol Complex

Published:2024-07-23 Issue:15 Volume:29 Page:3444
ISSN:1420-3049
Container-title:Molecules
language:en
Short-container-title:Molecules

Author:

Lv Dingding¹^ORCID,Sundelin David²,Maris Assimo¹^ORCID,Evangelisti Luca¹^ORCID,Geppert Wolf Dietrich²,Melandri Sonia¹^ORCID

Affiliation:

1. Dipartimento di Chimica “G. Ciamician” Università di Bologna, Via Selmi 2, I-40126 Bologna, Italy

2. Fysikum, Stockholm University, Roslagstullsbacken 21, 106 91 Stockholm, Sweden

Abstract

The rotational spectra of the 1:1 complex formed by acrolein and methanol and its deuterated isotopologues have been analyzed. Two stable conformations in which two hydrogen bonds between the two moieties are formed were detected. The rotational lines show a hyperfine structure due to the methyl group internal rotation in the complex and the V3 barriers hindering the motion were determined as 2.629(5) kJ mol−1 and 2.722(5) kJ mol−1 for the two conformations, respectively. Quantum mechanical calculations at the MP2/aug-cc-pVTZ level and comprehensive analysis of the intermolecular interactions, utilizing NCI and SAPT approaches, highlight the driving forces of the interactions and allow the determination of the binding energies of complex formation.

Funder

Italian Ministry of Research

wedish Research Council

Publisher

MDPI AG

Link

https://www.mdpi.com/1420-3049/29/15/3444/pdf

Reference55 articles.

1. Hydrogen Bonding by Alcohols and Phenols—I. The Nature of the Hydrogen Bond in Alcohol Dimers and Polymers;Bellamy;Spectrochim. Acta,1966

2. The Barrier to Proton Transfer in the Dimer of Formic Acid: A Pure Rotational Study;Li;Angew. Chem. Int. Ed.,2019

3. Amide-Water and Amide-Amide Hydrogen Bond Strengths;Dixon;J. Phys. Chem.,1994

4. Hydrogen Bonding, Hydrophobicity, Packing, and Protein Folding;Rose;Annu. Rev. Biophys. Biomol. Struct.,1993

5. Desiraju, G.R., and Steiner, T. (1999). The Weak Hydrogen Bond: In Structural Chemistry and Biology, Oxford University Press Inc.. International Union of Crystallography; Monograpg on crystallography Volume 9.