TY - JOUR
T1 - Cyclohexane-Based Scaffold Molecules Acting as Anion Transport, Anionophores, via Noncovalent Interactions
AU - Sánchez-Sanz, Goar
AU - Trujillo, Cristina
N1 - Funding Information:
*E-mail: [email protected]. ORCID Goar Sańchez-Sanz: 0000-0002-1390-4004 Cristina Trujillo: 0000-0001-9178-5146 Funding This publication has emanated from research supported by the Science Foundation Ireland (No. 18/SIRG/5517). Notes The authors declare no competing financial interest.
Publisher Copyright:
© 2019 American Chemical Society.
PY - 2019/5/28
Y1 - 2019/5/28
N2 - A theoretical study of a variety of cyclohexane-based anion transporters interacting with the chloride anion has been conducted using density functional theory. The calculations have been performed in the gas phase but also, in order to describe the solvation effects on the interaction, two different solvents-chloroform and dimethylsulfoxide-have been taken into account. Gas-phase interaction energies within the complexes are found to be up to 400 kJ/mol, while, when solvent effects are considered, the interaction energy values decreased drastically concomitantly with an elongation in the interatomic distances. Atoms in molecules and natural bond analysis corroborate the trends found for the intermolecular energies and Cl···H distances, suggesting strong donations from the Cl- anion into the σ∗H-N antibonding orbitals, as well as with noncovalent interaction plots showing large areas of electron density overlap within the chloride anion surroundings.
AB - A theoretical study of a variety of cyclohexane-based anion transporters interacting with the chloride anion has been conducted using density functional theory. The calculations have been performed in the gas phase but also, in order to describe the solvation effects on the interaction, two different solvents-chloroform and dimethylsulfoxide-have been taken into account. Gas-phase interaction energies within the complexes are found to be up to 400 kJ/mol, while, when solvent effects are considered, the interaction energy values decreased drastically concomitantly with an elongation in the interatomic distances. Atoms in molecules and natural bond analysis corroborate the trends found for the intermolecular energies and Cl···H distances, suggesting strong donations from the Cl- anion into the σ∗H-N antibonding orbitals, as well as with noncovalent interaction plots showing large areas of electron density overlap within the chloride anion surroundings.
UR - http://www.scopus.com/inward/record.url?scp=85066327449&partnerID=8YFLogxK
U2 - 10.1021/acs.jcim.9b00154
DO - 10.1021/acs.jcim.9b00154
M3 - Article
C2 - 30908020
AN - SCOPUS:85066327449
SN - 1549-9596
VL - 59
SP - 2212
EP - 2217
JO - Journal of Chemical Information and Modeling
JF - Journal of Chemical Information and Modeling
IS - 5
ER -