ADVERTISEMENT
2 /3 FREE ARTICLES LEFT THIS MONTH Remaining
Chemistry matters. Join us to get the news you need.

If you have an ACS member number, please enter it here so we can link this account to your membership. (optional)

ACS values your privacy. By submitting your information, you are gaining access to C&EN and subscribing to our weekly newsletter. We use the information you provide to make your reading experience better, and we will never sell your data to third party members.

ENJOY UNLIMITED ACCES TO C&EN

Physical Chemistry

Liquid Water Forms Hydrogen Bonds With Benzene

Pi-Hydrogen bonding may play role in biological recognition and other processes

by Jyllian Kemsley
November 21, 2011 | APPEARED IN VOLUME 89, ISSUE 47

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.

X

Article:

This article has been sent to the following recipient:

Comments
Cleveland Winge (October 15, 2016 6:31 PM)
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

Leave A Comment

*Required to comment