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Thermal Stability of N-Heterocycle-Stabilized Iodanes – A Systematic Investigation

22 July 2019, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The thermal stability of pseudocyclic and cyclic N-heterocycle-stabilized (hydroxy)aryl- and mesityl(aryl)-l3-iodanes (NHIs) through thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) is investigated. NHIs bearing N-heterocycles with a high N/C-ratio such as triazoles show among the lowest descomposition temperatures and the highest decomposition energies. A comparison of NHIs with known (pseudo)cyclic benziodoxolones is made and we further correlated their thermal stability with reactivity in a model oxygenation.

Keywords

Hypervalent iodine
Heterocycle
thermogravimetry
differential scanning calorimetry
stability

Supplementary materials

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SI NHI Stability ChemRXIV
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Now Published

Thermal stability of N-heterocycle-stabilized iodanes – a systematic investigation [opens in a new tab]
Andreas Boelke, Yulia A Vlasenko, Mekhman S Yusubov, Boris J Nachtsheim, Pavel S Postnikov journal article
Beilstein Journal of Organic Chemistry , Volume 15
Online publication date: Sep 27, 2019

Version History

Jul 22, 2019 Version 1

Version Notes

First submission

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv.8964848.v1
D O I: 10.26434/chemrxiv.8964848.v1 [opens in a new tab]

Funding

Russian Science Foundation (Grant № 17-73-20066)
GACR (19-24603Y)
Fonds der Chemischen Industrie (PhD-Scholarship)

Author’s competing interest statement

No conflict of interest

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