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Science 14 August 1992:
Vol. 257. no. 5072, pp. 942 - 945
DOI: 10.1126/science.257.5072.942
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Articles

Benzene Forms Hydrogen Bonds with Water

Sakae Suzuki 1, Peter G. Green 2, Roger E. Bumgarner 2, Siddharth Dasgupta 3, William A. Goddard III 3, and Geoffrey A. Blake 2

1 Division of Chemistry and Chemical Engineering, 164-30, California Institute of Technology, Pasadena, CA 91125
2 Division of Geological and Planetary Sciences, 170-25, California Institute of Technology, Pasadena, CA 91125
3 Materials and Molecular Simulation Center, Beckman Institute, 139-74, California Institute of Technology, Pasadena, CA 91125

Fully rotationally resolved spectra of three isotopic species of 1:1 clusters of benzene with water (H2O, D2O, and HDO) were fit to yield moments of inertia that demonstrate unambiguously that water is positioned above the benzene plane in nearly free internal rotation with both hydrogen atoms pointing toward the pgr cloud. Ab initio calculations (MP2 level of electron correlation and 6-31 G** basis set with basis set superposition error corrections) predict a binding energy De gsim 1.78 kilocalories per mole. In both the experimental and theoretical structures, water is situated nearly 1 angstrom within the van der Waals contacts of the monomers, a clear manifestation of hydrogen bond formation in this simple model of aqueous-pgr electron interactions.

Submitted on May 21, 1992
Accepted on July 15, 1992


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