Issue 20, 2020

Observations of tetrel bonding between sp3-carbon and THF

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.

Graphical abstract: Observations of tetrel bonding between sp3-carbon and THF

Supplementary files

Article information

Article type
Edge Article
Submitted
16 Kul 2020
Accepted
05 Mud 2020
First published
07 Mud 2020
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2020,11, 5289-5293

Observations of tetrel bonding between sp3-carbon and THF

V. L. Heywood, T. P. J. Alford, J. J. Roeleveld, S. J. Lekanne Deprez, A. Verhoofstad, J. I. van der Vlugt, S. R. Domingos, M. Schnell, A. P. Davis and T. J. Mooibroek, Chem. Sci., 2020, 11, 5289 DOI: 10.1039/D0SC01559H

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements