Details

Autor(en) / Beteiligte

• Seifert, Nathan A
• Hazrah, Arsh S
• Jäger, Wolfgang

Titel

The 1‑Naphthol Dimer and Its Surprising Preference for π–π Stacking over Hydrogen Bonding

Ist Teil von

• The journal of physical chemistry letters, 2019-06, Vol.10 (11), p.2836-2841

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2019

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Using chirped-pulse Fourier transform microwave spectroscopy, we have experimentally identified the most abundant dimer of an alcohol analogue of naphthalene, 1-naphthol. The 1-naphthol dimer features a V-shaped, partially overlapping π–π stacked structure with no canonical hydrogen bonds between the subunits. This structural assignment is in contradiction to an earlier study of the 1-naphthol dimer using UV-IR dip double resonance spectroscopy in the O–H stretch region, which assigns a π-stacked but also canonically hydrogen-bonded structure. We use an improved theoretical analysis to resolve this discrepancy and show that the new, V-shaped structure is also consistent with the previously measured UV-IR data. These new computational and spectroscopic results shed light on the complicated nature of evaluating energetics and structures for larger, dispersion-bound systems.