TY - JOUR
T1 - Observations of tetrel bonding between sp3-carbon and THF
AU - Heywood, Victoria L.
AU - Alford, Thomas P. J.
AU - Roeleveld, Julius J.
AU - Deprez, Siebe J. Lekanne
AU - Verhoofstad, Abraham
AU - Vlugt, Jarl Ivar van der
AU - Domingos, Sérgio R.
AU - Schnell, Melanie
AU - Davis, Anthony P.
AU - Mooibroek, Tiddo J.
PY - 2020/5/7
Y1 - 2020/5/7
N2 - 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.
AB - 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.
UR - https://doi.org/10.1039/D0SC01559H
U2 - 10.1039/D0SC01559H
DO - 10.1039/D0SC01559H
M3 - Article (Academic Journal)
SN - 2041-6520
VL - 11
SP - 5289
EP - 5293
JO - Chemical Science
JF - Chemical Science
ER -