Aromatic embedding wins over classical hydrogen bonding – a multi-spectroscopic 
approach for the diphenyl ether–methanol complex

Medcraft, Chris; Zinn, Sabrina; Schnell, Melanie; Poblotzki, Anja; Altnöder, Jonas; Heger, Matthias; Suhm, Martin A.; Bernhard, Dominic; Stamm, Anke; Dietrich, Fabian; Gerhards, Markus

doi:10.1039/C6CP03557D

Item

ITEM ACTIONSEXPORT

Add to Basket

Local TagsRelease HistoryDetailsSummary

Released

Journal Article

Aromatic embedding wins over classical hydrogen bonding – a multi-spectroscopic approach for the diphenyl ether–methanol complex

MPS-Authors

/persons/resource/persons140396

Medcraft, Chris
Structure and Dynamics of Cold and Controlled Molecules, Independent Research Groups, Max Planck Institute for the Structure and Dynamics of Matter, Max Planck Society;
The Hamburg Centre for Ultrafast Imaging (CUI), Luruper Chaussee 149, D-22761 Hamburg, Germany;

/persons/resource/persons140385

Zinn, Sabrina
Structure and Dynamics of Cold and Controlled Molecules, Independent Research Groups, Max Planck Institute for the Structure and Dynamics of Matter, Max Planck Society;
The Hamburg Centre for Ultrafast Imaging (CUI), Luruper Chaussee 149, D-22761 Hamburg, Germany;

/persons/resource/persons22077

Schnell, Melanie
Structure and Dynamics of Cold and Controlled Molecules, Independent Research Groups, Max Planck Institute for the Structure and Dynamics of Matter, Max Planck Society;
The Hamburg Centre for Ultrafast Imaging (CUI), Luruper Chaussee 149, D-22761 Hamburg, Germany;

External Resource

http://dx.doi.org/10.1039/C6CP03557D
(Publisher version)

Fulltext (restricted access)

There are currently no full texts shared for your IP range.

Fulltext (public)

There are no public fulltexts stored in PuRe

Supplementary Material (public)

There is no public supplementary material available

Citation

Medcraft, C., Zinn, S., Schnell, M., Poblotzki, A., Altnöder, J., Heger, M., et al. (2016). Aromatic embedding wins over classical hydrogen bonding – a multi-spectroscopic approach for the diphenyl ether–methanol complex. Physical Chemistry Chemical Physics, 18(37), 25975-25983. doi:10.1039/C6CP03557D.

Cite as: https://hdl.handle.net/11858/00-001M-0000-002B-8115-1

Abstract

Dispersion interactions are omnipresent in intermolecular interactions, but their respective contributions are difficult to predict. Aromatic ethers offer competing docking sites for alcohols: the ether oxygen as a well known hydrogen bond acceptor, but also the aromatic π system. The interaction with two aromatic moieties in diphenyl ether can tip the balance towards π binding. We use a multi-spectroscopic approach to study the molecular recognition, the structure and internal dynamics of the diphenyl ether–methanol complex, employing infrared, infrared-ultraviolet and microwave spectroscopy. We find that the conformer with the hydroxy group of the alcohol binding to one aromatic π cloud and being coordinated by an aromatic C–H bond of the other phenyl group is preferred. Depending on the expansion conditions in the supersonic jet, we observe a second conformer, which exhibits a hydrogen bond to the ether oxygen and is higher in energy.