TY - JOUR

T1 - Probing resonance effects in aromatic systems by nuclear quadrupole Coupling

T2 - Investigations of 3- and 4-chlorophenol by rotational spectroscopy

AU - Buschmann, Philipp

AU - Lengsfeld, Kevin G.

AU - Herbers, Sven

AU - Genuit, Stefanie

AU - Höhne, Cara M.

AU - Grabow, Jens Uwe

N1 - Funding Information: We thank the Land Niedersachsen and the Deutsche Forschungsgemeinschaft (DFG) for funding. KGL thanks the Fonds der Chemischen Industrie for a doctoral fellowship.

PY - 2020/10/5

Y1 - 2020/10/5

N2 - Rotational transitions of the only conformer of 4-chlorophenol and the two conformers of 3-chlorophenol (syn and anti) were measured in the frequency range of 10.5–21.0 GHz using broadband pulsed-jet Fourier transform microwave spectroscopy. For the two conformers of 3-chlorophenol, the complete nuclear quadrupole coupling tensors of chlorine, χ, were obtained. Rotational, centrifugal distortion and quadrupole coupling constants were determined for each conformational species, comprising the 35Cl and 3 7Cl isotopologues. An extended Townes-Dailey analysis was performed on the obtained quadrupole coupling tensors and the results are discussed regarding the effects of different functional groups at different substitution positions of the benzene ring. Together with reanalyzed literature data, this analysis supplements established concepts in organic chemistry to predict and explain the reactivity of aromatic molecules.

AB - Rotational transitions of the only conformer of 4-chlorophenol and the two conformers of 3-chlorophenol (syn and anti) were measured in the frequency range of 10.5–21.0 GHz using broadband pulsed-jet Fourier transform microwave spectroscopy. For the two conformers of 3-chlorophenol, the complete nuclear quadrupole coupling tensors of chlorine, χ, were obtained. Rotational, centrifugal distortion and quadrupole coupling constants were determined for each conformational species, comprising the 35Cl and 3 7Cl isotopologues. An extended Townes-Dailey analysis was performed on the obtained quadrupole coupling tensors and the results are discussed regarding the effects of different functional groups at different substitution positions of the benzene ring. Together with reanalyzed literature data, this analysis supplements established concepts in organic chemistry to predict and explain the reactivity of aromatic molecules.

KW - Chlorophenols

KW - Fourier transform microwave spectroscopy

KW - Nuclear quadrupole coupling tensor

KW - Substitution effects

KW - Townes-Dailey

UR - http://www.scopus.com/inward/record.url?scp=85084302269&partnerID=8YFLogxK

U2 - 10.1016/j.molstruc.2020.128224

DO - 10.1016/j.molstruc.2020.128224

M3 - Article

AN - SCOPUS:85084302269

VL - 1217

JO - Journal of molecular structure

JF - Journal of molecular structure

SN - 0022-2860

M1 - 128224

ER -