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trans-2-(Azaarylsulfanyl)cyclohexanol derivatives as potential pH-triggered conformational switches

Mulinde R Ruyonga 1
Mulinde R Ruyonga
, 
Oscar Mendoza 1
Oscar Mendoza
, 
Vyacheslav Vladimirovich Samoshin 1
Vyacheslav Vladimirovich Samoshin
10.1016/j.mencom.2019.09.005
Published 2019-09-04
Communication , Volume 29, Issue 5, 495-497
4
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Ruyonga M. R., Mendoza O., Samoshin V. V. trans-2-(Azaarylsulfanyl)cyclohexanol derivatives as potential pH-triggered conformational switches // Mendeleev Communications. 2019. Vol. 29. No. 5. pp. 495-497.
GOST all authors (up to 50) Copy
Ruyonga M. R., Mendoza O., Samoshin V. V. trans-2-(Azaarylsulfanyl)cyclohexanol derivatives as potential pH-triggered conformational switches // Mendeleev Communications. 2019. Vol. 29. No. 5. pp. 495-497.
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TY - JOUR
DO - 10.1016/j.mencom.2019.09.005
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.09.005
TI - trans-2-(Azaarylsulfanyl)cyclohexanol derivatives as potential pH-triggered conformational switches
T2 - Mendeleev Communications
AU - Ruyonga, Mulinde R
AU - Mendoza, Oscar
AU - Samoshin, Vyacheslav Vladimirovich
PY - 2019
DA - 2019/09/04
PB - Mendeleev Communications
SP - 495-497
IS - 5
VL - 29
ER -
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@article{2019_Ruyonga,
author = {Mulinde R Ruyonga and Oscar Mendoza and Vyacheslav Vladimirovich Samoshin},
title = {trans-2-(Azaarylsulfanyl)cyclohexanol derivatives as potential pH-triggered conformational switches},
journal = {Mendeleev Communications},
year = {2019},
volume = {29},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.09.005},
number = {5},
pages = {495--497},
doi = {10.1016/j.mencom.2019.09.005}
}
MLA
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Ruyonga, Mulinde R., et al. “trans-2-(Azaarylsulfanyl)cyclohexanol derivatives as potential pH-triggered conformational switches.” Mendeleev Communications, vol. 29, no. 5, Sep. 2019, pp. 495-497. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.09.005.

Abstract

A series of trans-2-(azaarylsulfanyl)cyclohexanol derivatives, structurally similar to previously studied trans-2-amino-cyclohexanols, were synthesized through epoxide ring opening under basic conditions with sodium tetraborate as a catalyst. 1H NMR spectroscopy was used to elucidate the conformational equilibrium in various solvents and its acid-induced change due to stabilization of the conformer with the azaarylsulfanyl and hydroxy groups in equatorial position by an intramolecular hydrogen bond and electrostatic interactions.

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