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Insights into the Nature of the Chemical Bonding in Thiophene-2-thiol from X‑ray Absorption Spectroscopy
journal contribution
posted on 2016-08-10, 00:00 authored by Julien
J. H. Cotelesage, M. Jake Pushie, Linda Vogt, Monica Barney, Andrew Nissan, Ingrid J. Pickering, Graham N. GeorgeThiophenes are the simplest aromatic
sulfur-containing compounds;
they are widespread in fossil fuels and a variety of natural products,
and they have vital roles in determining characteristic aromas that
are important in food chemistry. We used a combination of sulfur K-edge
X-ray absorption spectroscopy and density functional theory to investigate
the chemical bonding in the novel sulfur-containing heterocycle thiophene-2-thiol.
We show that solutions of thiophene-2-thiol contain significant quantities
of the thione tautomer, which may be the energetically preferred 5H-thiophene-2-thione or the more accessible 3H-thiophene-2-thione.