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- Title
X‐Ray and NMR Structural Data of Ethynylbenziodoxolones (EBXs) Reagents and Their Analogues.
- Authors
Le Du, Eliott; Ramirez, Nieves P.; Nicolai, Stefano; Scopelliti, Rosario; Fadaei‐Tirani, Farzaneh; Wodrich, Matthew D.; Hari, Durga Prasad; Waser, Jerome
- Abstract
First synthesized in 1991, EthynylBenziodoXolones (EBXs) – cyclic hypervalent iodine reagents derived from 2‐iodobenzoic acid – are now among the most versatile electrophilic alkynylation reagents. Due to their cyclic structure, these reagents exhibit enhanced stability compared to previously used alkynyl iodonium salts. Over the last decade, both the iodoheterocycle and the arene ring have been extensively modified to fine‐tune the reactivity of the reagents, resulting in new analogues such as Ethynylbenziodoxoles (EBxs) or N‐heterocyclic reagents. In this article, we have for the first time compiled the structural data available for EBXs and their analogues, focusing especially on X‐Ray and NMR data. For selected compounds, molecular electrostatic potentials (MEP) have also been calculated. When considering the tight relationship between structure and reactivity in hypervalent iodine reagents, the collected data is expected to be highly useful for further developments in the field.
- Subjects
ELECTROPHILES; IODONIUM salts; IODINE; NUCLEAR magnetic resonance spectroscopy
- Publication
Helvetica Chimica Acta, 2023, Vol 106, Issue 3, p1
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.202200175