A1 Journal article (refereed)
Carbonyl Hypoiodites as Extremely Strong Halogen Bond Donors (2021)

Yu, S., Ward, J. S., Truong, K.-N., & Rissanen, K. (2021). Carbonyl Hypoiodites as Extremely Strong Halogen Bond Donors. Angewandte Chemie, 60(38), 20739-20743. https://doi.org/10.1002/anie.202108126

JYU authors or editors

Publication details

All authors or editors: Yu, Shilin; Ward, Jas S.; Truong, Khai-Nghi; Rissanen, Kari

Journal or series: Angewandte Chemie

ISSN: 1433-7851

eISSN: 1521-3773

Publication year: 2021

Publication date: 16/07/2021

Volume: 60

Issue number: 38

Pages range: 20739-20743

Publisher: Wiley

Publication country: Germany

Publication language: English

DOI: https://doi.org/10.1002/anie.202108126

Publication open access: Openly available

Publication channel open access: Partially open access channel

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/77193


Neutral halogen-bonded O−I−N complexes were prepared from in situ formed carbonyl hypoiodites and aromatic organic bases. The carbonyl hypoiodites have a strongly polarized iodine atom with larger σ-holes than any known uncharged halogen bond donor. Modulating the Lewis basicity of the selected pyridine derivatives and carboxylates leads to halogen-bonded complexes where the classical O−I⋅⋅⋅N halogen bond transforms more into a halogen-bonded COO−⋅⋅⋅I−N+ ion-pair (salt) with an asymmetric O−I−N moiety. X-ray analyses, NMR studies, and calculations reveal the halogen bonding geometries of the carbonyl hypoiodite-based O−I−N complexes, confirming that in the solid-state the iodine atom is much closer to the N-atom of the pyridine derivatives than its original position at the carboxylate O-atom.

Keywords: halogens; chemical bonds; supramolecular chemistry

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Related projects

Ministry reporting: Yes

Reporting Year: 2021

Preliminary JUFO rating: 3

Last updated on 2022-20-09 at 15:03