Gas phase dihydrogen bonding: clusters of borane-amines with phenol and aniline

Abstract In this article, we present the electronic and the vibrational spectroscopy of dihydrogen bonded clusters of phenol and aniline with borane-amines in supersonic jets. Laser-induced fluorescence excitation spectroscopy was used to characterize the formation of binary clusters. Fluorescence-detected infrared spectroscopy was used to probe the vibrations in the hydride (O–H and N–H) stretching region. The spectral shifts in the electronic as well as vibrational transitions upon cluster formation indicate that phenol and aniline are hydrogen bonded to borane-amines. Density functional theory-based calculations were carried out to determine the structures of the binary clusters. The formation of B–H⋯H–X (X=O, N) dihydrogen bonded clusters between borane-amines and phenol/aniline was deduced by comparing experimental and theoretical results. Comparison of the present results with other hydrogen bonded clusters of phenol and aniline indicates that dihydrogen bonds are comparable in strength to conventional σ-type hydrogen bonds.

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