Molecular and vibrational structure of thiosulfonate S-esters

Thi Xuan Thi Luu, Fritz Duus, Jens Spanget-Larsen

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

Resumé

S-methyl methanethiosulfonate (1), S-ethyl ethanethiosulfonate (2), S-isopropyl propane-2-thiosulfonate (3), S-tert-butyl 2-methylpropane-2-thiosulfonate (4), and S-phenyl benzenethiosulfonate (5) were investigated by FTIR spectroscopy in liquid solution and by quantum chemical calculations (B3LYP/cc-pVTZ). The vibrational spectra of 2 and 3 are sensitive to the orientation of the alkyl group attached to the sulfonylic sulfur atom. Rotamers corresponding to anti and gauche conformations are thus predicted to have distinctly different vibrational transitions in the 800–400 cm–1 region. The observed vibrational spectra of 2 and 3 must be assigned to overlapping contributions from different rotamers, in agreement with the calculated transitions.

OriginalsprogEngelsk
TidsskriftJournal of Molecular Structure: THEOCHEM
Vol/bind1049
Sider (fra-til)165-171
Antal sider7
ISSN0166-1280
DOI
StatusUdgivet - 2013

Citer dette

@article{615ee9a76e95431c862ab4c28f7a0f1a,
title = "Molecular and vibrational structure of thiosulfonate S-esters",
abstract = "S-methyl methanethiosulfonate (1), S-ethyl ethanethiosulfonate (2), S-isopropyl propane-2-thiosulfonate (3), S-tert-butyl 2-methylpropane-2-thiosulfonate (4), and S-phenyl benzenethiosulfonate (5) were investigated by FTIR spectroscopy in liquid solution and by quantum chemical calculations (B3LYP/cc-pVTZ). The vibrational spectra of 2 and 3 are sensitive to the orientation of the alkyl group attached to the sulfonylic sulfur atom. Rotamers corresponding to anti and gauche conformations are thus predicted to have distinctly different vibrational transitions in the 800–400 cm–1 region. The observed vibrational spectra of 2 and 3 must be assigned to overlapping contributions from different rotamers, in agreement with the calculated transitions.",
author = "Luu, {Thi Xuan Thi} and Fritz Duus and Jens Spanget-Larsen",
year = "2013",
doi = "10.1016/j.molstruc.2013.06.033",
language = "English",
volume = "1049",
pages = "165--171",
journal = "Journal of Molecular Structure: THEOCHEM",
issn = "0166-1280",
publisher = "Elsevier BV",

}

Molecular and vibrational structure of thiosulfonate S-esters. / Luu, Thi Xuan Thi; Duus, Fritz; Spanget-Larsen, Jens.

I: Journal of Molecular Structure: THEOCHEM, Bind 1049, 2013, s. 165-171.

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

TY - JOUR

T1 - Molecular and vibrational structure of thiosulfonate S-esters

AU - Luu, Thi Xuan Thi

AU - Duus, Fritz

AU - Spanget-Larsen, Jens

PY - 2013

Y1 - 2013

N2 - S-methyl methanethiosulfonate (1), S-ethyl ethanethiosulfonate (2), S-isopropyl propane-2-thiosulfonate (3), S-tert-butyl 2-methylpropane-2-thiosulfonate (4), and S-phenyl benzenethiosulfonate (5) were investigated by FTIR spectroscopy in liquid solution and by quantum chemical calculations (B3LYP/cc-pVTZ). The vibrational spectra of 2 and 3 are sensitive to the orientation of the alkyl group attached to the sulfonylic sulfur atom. Rotamers corresponding to anti and gauche conformations are thus predicted to have distinctly different vibrational transitions in the 800–400 cm–1 region. The observed vibrational spectra of 2 and 3 must be assigned to overlapping contributions from different rotamers, in agreement with the calculated transitions.

AB - S-methyl methanethiosulfonate (1), S-ethyl ethanethiosulfonate (2), S-isopropyl propane-2-thiosulfonate (3), S-tert-butyl 2-methylpropane-2-thiosulfonate (4), and S-phenyl benzenethiosulfonate (5) were investigated by FTIR spectroscopy in liquid solution and by quantum chemical calculations (B3LYP/cc-pVTZ). The vibrational spectra of 2 and 3 are sensitive to the orientation of the alkyl group attached to the sulfonylic sulfur atom. Rotamers corresponding to anti and gauche conformations are thus predicted to have distinctly different vibrational transitions in the 800–400 cm–1 region. The observed vibrational spectra of 2 and 3 must be assigned to overlapping contributions from different rotamers, in agreement with the calculated transitions.

U2 - 10.1016/j.molstruc.2013.06.033

DO - 10.1016/j.molstruc.2013.06.033

M3 - Journal article

VL - 1049

SP - 165

EP - 171

JO - Journal of Molecular Structure: THEOCHEM

JF - Journal of Molecular Structure: THEOCHEM

SN - 0166-1280

ER -