Thermodynamically Controlled, Dynamic Binding of Diols to a 1,2-BN Cyclohexane Derivative.

Organometallics

Department of Chemistry and Biochemistry, University of Oregon, Eugene, Oregon 97403-1253, United States.

Published: January 2013

The reversible covalent binding of diols to an -Bn 1,2-BN cyclohexane has been studied by B and H NMR spectroscopy and single-crystal X-ray diffraction analysis. The activation barrier for the reversible B-N Lewis acid-base interaction has been measured by variable-temperature NMR with bound (2,3)-(-)-2,3-butanediol ( = -40 °C, Δ = 11.2 ± 0.2 kcal mol). Deuterium labeling experiments demonstrate that ligand exchange is reversible and rapid at room temperature, and competitive binding studies establish diol association as a thermodynamically controlled process.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4364440PMC
http://dx.doi.org/10.1021/om400697rDOI Listing

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