ArI(NTf2)2: the boundary of oxidative capacity for ArIL2?

Barwise, Lachlan; Bennetts, Jason D.; White, Keith F.; Dutton, Jason L.

doi:10.1039/d3cc04563c

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The Myth and Redemption Of Ari(otf)1

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2024

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“…4). 44 NTf 2 − is less coordinating than OTf − and in line with 45 These studies indicated that the [ArI] 2+ fragment abstracts uorine from the previous 3 anions and for the more robust peruorinated carborane anion, the theoretically predicted oxidative capacity is "off the charts". This led to the conclusion that ArI(NTf 2 ) 2 is likely, although not certainly, the boundary for oxidative capacity of ArIL 2 .…”

Section: The Myth and Redemption Of Ari(otf)mentioning

confidence: 73%

A decade of lessons in the activation of ArIL₂ species

Tania,

Sceney,

Dutton

2024

Chem. Sci.

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Section: The Myth and Redemption Of Ari(otf)mentioning

confidence: 73%

A decade of lessons in the activation of ArIL₂ species

Tania,

Sceney,

Dutton

2024

Chem. Sci.

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Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents

Yoshimura,

Zhdankin

2024

Chem. Rev.

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Hypervalent iodine(III) compounds have found wide application in modern organic chemistry as environmentally friendly reagents and catalysts. Hypervalent iodine reagents are commonly used in synthetically important halogenations, oxidations, aminations, heterocyclizations, and various oxidative functionalizations of organic substrates. Iodonium salts are important arylating reagents, while iodonium ylides and imides are excellent carbene and nitrene precursors. Various derivatives of benziodoxoles, such as azidobenziodoxoles, trifluoromethylbenziodoxoles, alkynylbenziodoxoles, and alkenylbenziodoxoles have found wide application as group transfer reagents in the presence of transition metal catalysts, under metal-free conditions, or using photocatalysts under photoirradiation conditions. Development of hypervalent iodine catalytic systems and discovery of highly enantioselective reactions using chiral hypervalent iodine compounds represent a particularly important recent achievement in the field of hypervalent iodine chemistry. Chemical transformations promoted by hypervalent iodine in many cases are unique and cannot be performed by using any other common, non-iodine-based reagent. This review covers literature published mainly in the last 7−8 years, between 2016 and 2024.

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ArI(NTf₂)₂: the boundary of oxidative capacity for ArIL₂?

Abstract: Synthesis and crystallographic characterization of NO2-C6H4-I(NTf2)2 (NTF2 = bistriflimide) is reported. Experimental results find that this compound can perform oxidation reactions that ArI(OTf)2 is unable to and theoretical analysis indicates...

Cited by 2 publications

References 27 publications

A decade of lessons in the activation of ArIL₂ species

A decade of lessons in the activation of ArIL₂ species

Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents

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ArI(NTf2)2: the boundary of oxidative capacity for ArIL2?

Abstract: Synthesis and crystallographic characterization of NO2-C6H4-I(NTf2)2 (NTF2 = bistriflimide) is reported. Experimental results find that this compound can perform oxidation reactions that ArI(OTf)2 is unable to and theoretical analysis indicates...

Cited by 2 publications

References 27 publications

A decade of lessons in the activation of ArIL2 species

A decade of lessons in the activation of ArIL2 species

Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents

Contact Info

Product

Resources

About

ArI(NTf₂)₂: the boundary of oxidative capacity for ArIL₂?

A decade of lessons in the activation of ArIL₂ species

A decade of lessons in the activation of ArIL₂ species