Title: Tautomery and H-bonding characteristics of 2-aminopurine: a combined experimental and theoretical study
Authors: Ramaekers, Rita ×
Adamowicz, L
Maes, Guido #
Issue Date: Jan-2002
Publisher: Springer-Verlag Heidelberg
Series Title: European Physical Journal D, Atoms, Molecules, Clusters and Optical Physics vol:20 issue:3 pages:375-388
Abstract: An experimental and theoretical RHF, MP2 and DFT/6-31++G** study is described of the matrix FT-IR spectra of monomer 2-aminopurine and H-bonded complexes of 2-aminopurine with water. 2-aminopurine occurs in Ar predominantly as the amino-N9H tautomer, but small amounts of the amino-N7H tautomer are also present. An approximate K-T value for this tautomeric equilibrium is found to be 0.016 (RHF) and 0.015 (DFT) using the infrared intensity measurement. Four H-bonded complexes of the abundant amino-N9H form with water are detected in the experimental FT-IR spectrum by their characteristic predicted absorptions, i.e. the three closed complexes N3(...)H-(OH)-H-...-N9, N1(...)H-(OH)-H-...-NH, N3(...)H-(OH)-H-...-NH and the open complex N7(...)H-OH. From the experimental results, the proton,affinity of the N7 atom in 2-aminopurine can be estimated. The dependence of the H-bond strength on the H-bond linearity is demonstrated by a correlation between the (NH)-H-... distance and the (NH)-H-...-O angle in closed (NH)-H-...-(OH)-H-...-N complexes.
ISSN: 1434-6060
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Chemistry - miscellaneous
Quantum Chemistry and Physical Chemistry Section
× corresponding author
# (joint) last author

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