Tetrel Bonding as a Vehicle for Strong and Selective Anion Binding

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Steve Scheiner

Abstract

Tetrel atoms T (T = Si, Ge, Sn, and Pb) can engage in very strong noncovalent interactions with nucleophiles, which are commonly referred to as tetrel bonds. The ability of such bonds to bind various anions is assessed with a goal of designing an optimal receptor. The Sn atom seems to form the strongest bonds within the tetrel family. It is most effective in the context of a -SnF₃ group and a further enhancement is observed when a positive charge is placed on the receptor. Connection of the -SnF₃ group to either an imidazolium or triazolium provides a strong halide receptor, which can be improved if its point of attachment is changed from the C to an N atom of either ring. Aromaticity of the ring offers no advantage nor is a cyclic system superior to a simple alkyl amine of any chain length. Placing a pair of -SnF₃ groups on a single molecule to form a bipodal dicationic receptor with two tetrel bonds enhances the binding, but falls short of a simple doubling. These two tetrel groups can be placed on opposite ends of an alkyl diamine chain of any length although SnF₃⁺NH₂(CH₂)nNH₂SnF₃⁺ with n between 2 and 4 seems to offer the strongest halide binding. Of the various anions tested, OH− binds most strongly: OH− > F− > Cl− > Br− >...Continue Reading

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Citations

Jan 24, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Wiktor ZierkiewiczSteve Scheiner
Feb 17, 2019·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Mariusz MichalczykSteve Scheiner
Mar 6, 2019·Chemistry : a European Journal·Antonio Franconetti, Antonio Frontera
Jul 16, 2020·Physical Chemistry Chemical Physics : PCCP·Steve Scheiner
Mar 22, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ekaterina BartashevichVladimir Tsirelson
Jan 13, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Steve Scheiner
Aug 14, 2020·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Anna GrabarzSteve Scheiner
Oct 18, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Mehdi D Esrafili, Parisasadat Mousavian
Oct 9, 2020·Physical Chemistry Chemical Physics : PCCP·Li-Juan ZhangHong-Guang Xu
Jan 16, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Steve Scheiner
Mar 2, 2021·Physical Chemistry Chemical Physics : PCCP·Steve Scheiner
Apr 4, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Wiktor ZierkiewiczSteve Scheiner
Apr 27, 2021·Physical Chemistry Chemical Physics : PCCP·Na LiuSteve Scheiner
Apr 21, 2021·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Wiktor ZierkiewiczSteve Scheiner
Sep 11, 2018·The Journal of Physical Chemistry. a·Steve Scheiner
Feb 14, 2020·The Journal of Physical Chemistry. a·Rafał WysokińskiSteve Scheiner
Aug 27, 2021·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Na LiuSteve Scheiner
Oct 2, 2021·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·María de Las Nieves-PiñaAntonio Bauzá

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Methods Mentioned

BETA
NMR

Software Mentioned

EMSL
Gaussian

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