2-Chloromalonaldehyde, a model system of resonance-assisted hydrogen bonding: vibrational investigation

Interplay between intramolecular resonance-assisted hydrogen bonding and local aromaticity. II. 1,3-Dihydroxyaryl-2-aldehydes.

The interplay between aromaticity and hydrogen bonding in 1,3-dihydroxyaryl-2-aldehydes is investigated by means of quantum-chemical calculations. The position of the extra ring formed by substituents interacting through the hydrogen bond (HB) is found to influence both the strength of the HB and the local aromaticity of the polycyclic aromatic hydrocarbon (PAH) skeleton. The HBs are stronger a...

Measuring electrostatic fields in both hydrogen-bonding and non-hydrogen-bonding environments using carbonyl vibrational probes.

Vibrational probes can provide a direct readout of the local electrostatic field in complex molecular environments, such as protein binding sites and enzyme active sites. This information provides an experimental method to explore the underlying physical causes of important biomolecular processes such as binding and catalysis. However, specific chemical interactions such as hydrogen bonds can h...

Effects of hydrogen bonding on vibrational normal modes of pyrimidine.

The effects of weak intermolecular interactions on 10 vibrational normal modes of pyrimidine are investigated by Raman spectroscopy and electronic structure computations. Hydrogen-bonded networks of water induce a shift to higher energy in certain normal modes of pyrimidine with increasing water concentration, while other modes are relatively unaffected. Pyrimidine molecules also exhibit weak C...

Vibrational relaxation on hydrogen bonding in dinucleoside phosphate.

Nature of Intramolecular Resonance Assisted Hydrogen Bonding in Malonaldehyde and Its Saturated Analogue

The nature of resonance-assisted hydrogen bonds (RAHB) is still subject of an ongoing debate. We therefore analyzed the σ and π charge redistributions associated with the formation of intramolecular hydrogen bonds in malonaldehyde (MA) and its saturated analogue 3-hydroxypropanal (3-OH) and addressed the question whether there is a resonance assistance phenomenon in the sense of a synergistic i...