Volume 89 Issue 47 | p. 31 | Concentrates
Issue Date: November 21, 2011

Liquid Water Forms Hydrogen Bonds With Benzene

Pi-Hydrogen bonding may play role in biological recognition and other processes
Department: Science & Technology
News Channels: Analytical SCENE
Keywords: hydrogen bond, pi-hydrogen bond, benzene, protein, hydration

Liquid water can form π-hydrogen bonds with benzene and other aromatic rings, reports a group led by Purdue University chemistry professor Dor Ben-Amotz (J. Phys. Chem. Lett., DOI: 10.1021/jz201373e). Hydrogen bonds between aromatic rings and the hydrogens of NH and OH groups have been observed in clusters at low temperature and in the interiors of folded proteins but not previously in bulk liquid water. Ben-Amotz and colleagues used Raman scattering to study benzene, phenol, and phenylalanine in water and found that liquid water does form hydrogen bonds with benzene and other aromatic rings, with the bonds forming with nearly every benzene molecule. The researchers found that a water-water hydrogen bond is stronger than a water-benzene bond. But because water molecules associated with benzene have more rotational and translational freedom than their water-water counterparts, the π-hydrogen bonds are entropically favored. The authors suggest that π-hydrogen bonding may be important for biological binding, recognition, and signaling processes involving aromatic groups.

Chemical & Engineering News
ISSN 0009-2347
Copyright © American Chemical Society
Cleveland Winge (Sat Oct 15 18:31:03 EDT 2016)
I just came up with the same thing, but what I came up with was a little bit different. I'm a Physiology student at Trade Tech College in Los Angeles and I wrote my teacher a Introductory statement of Multiplexed Hydrogen-Oxygen (Water) Electron Bond Shell Reversion. What a coincidence. I only got hint of this last week. I just read Purdue.edu site about Molecular Orbitals. You're totally correct and you're on the right track. I'll have to follow-up on your research. According to my hypothesis, it is true to the best of my knowledge and belief. Cleveland Winge 2016-10-15 Sat 15:30

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