Observations of tetrel bonding between sp3-carbon and THF.

Chemical Science
Victoria L HeywoodTiddo J Mooibroek

Abstract

We report the direct observation of tetrel bonding interactions between sp3-carbons of the supramolecular synthon 3,3-dimethyl-tetracyanocyclopropane (1) and tetrahydrofuran in the gas and crystalline phase. The intermolecular contact is established via σ-holes and is driven mainly by electrostatic forces. The complex manifests distinct binding geometries when captured in the crystalline phase and in the gas phase. We elucidate these binding trends using complementary gas phase quantum chemical calculations and find a total binding energy of -11.2 kcal mol-1 for the adduct. Our observations pave the way for novel strategies to engineer sp3-C centred non-covalent bonding schemes for supramolecular chemistry.

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Citations

Jun 17, 2020·Angewandte Chemie·Antonio BauzáAntonio Frontera
Jun 20, 2020·Chemistry : a European Journal·Tiddo Jonathan MooibroekJarl Ivar van der Vlugt
Oct 4, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Steve Scheiner
Nov 27, 2020·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Tiddo Jonathan Mooibroek
Feb 16, 2021·Journal of Chemical Education·Brian Jacobus Jozefus Timmer, Tiddo Jonathan Mooibroek
Apr 17, 2021·The Journal of Physical Chemistry Letters·Yang ZhengJens-Uwe Grabow
Apr 21, 2021·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Wiktor ZierkiewiczSteve Scheiner
Oct 23, 2020·The Journal of Chemical Physics·Steve Scheiner
Aug 11, 2021·Physical Chemistry Chemical Physics : PCCP·Jose A Fernández RiverasAntonio Bauzá
Jul 29, 2021·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Julius J RoeleveldTiddo Jonathan Mooibroek
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
protein folding
X-ray

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