A1 Journal article (refereed)
Fluoro and Trifluoromethyl Benzoyl Hypoiodite Complexes with Substituted Pyridines (2024)


Kolařík, V., Rissanen, K., & Ward, J. S. (2024). Fluoro and Trifluoromethyl Benzoyl Hypoiodite Complexes with Substituted Pyridines. Chemistry : An Asian Journal, Early online. https://doi.org/10.1002/asia.202400349


JYU authors or editors


Publication details

All authors or editorsKolařík, Václav; Rissanen, Kari; Ward, Jas S.

Journal or seriesChemistry : An Asian Journal

ISSN1861-4728

eISSN1861-471X

Publication year2024

Publication date05/04/2024

VolumeEarly online

PublisherWiley-VCH Verlag

Publication countryGermany

Publication languageEnglish

DOIhttps://doi.org/10.1002/asia.202400349

Publication open accessOpenly available

Publication channel open accessPartially open access channel

Publication is parallel published (JYX)https://jyx.jyu.fi/handle/123456789/97402


Abstract

Based on the prior observation of the trifluoroacetate hypoiodite, CF3C(O)OI, demonstrating the largest σ-hole of a neutral halogen bond donor, a series of mono- and bis-carbonyl hypoiodites utilising trifluoromethyl or fluorine substituents at various positions of a parent benzoyl skeleton have been synthesised. The carbonyl hypoiodite complexes were prepared via cation exchange of the silver(I) cations with iodine(I) from the respective silver(I) carboxylates and dicarboxylates as the synthetic precursors. A range of pyridinic Lewis bases of varying nucleophilicities were used to stabilise the carbonyl hypoiodites to further probe their properties. The silver(I) intermediates with these Lewis bases were also isolated for silver(I) pentafluorobenzoate, providing additional insight into the cation exchange reaction. All complexes were characterised both in solution (1H, 1H-15N HMBC, 19F) and in the solid state (SCXRD), permitting insights into the formation of the elusive pyridine-iodine(I) cation.


Keywordscoordination complexeshalogenschemical bondschemical synthesis

Free keywordshalogen bonding; hypoiodite; iodine(I); silver; X-ray diffraction


Contributing organizations


Related projects


Ministry reportingYes

VIRTA submission year2024

Preliminary JUFO rating1


Last updated on 2024-19-10 at 20:06