trans influences on hypervalent bonding of aryl λ3- iodanes: Their stabilities and isodesmic reactions of benziodoxolones and benziodazolones

Masahito Ochiai; Takuya Sueda; Kazunori Miyamoto; Paul Kiprof; Viktor V. Zhdankin

doi:10.1002/anie.200603055

trans influences on hypervalent bonding of aryl λ³- iodanes: Their stabilities and isodesmic reactions of benziodoxolones and benziodazolones

Masahito Ochiai, Takuya Sueda, Kazunori Miyamoto, Paul Kiprof, Viktor V. Zhdankin

Chemistry & Biochemistry

Research output: Contribution to journal › Article › peer-review

101 Scopus citations

Abstract

Large and small or twice moderate: Both combinations of trans influences of the substituents favor the formation of highly stable aryl λ ³-iodanes ArILL' (examples: PhI(OH)OTs and PhI(OAc)₂). trans influences also seem to explain why iodosylbenzene adopts an oxo-bridged zigzag polymer structure in contrast to PhI(OH)₂, which is monomeric. (Chemical Equation Presented).

Original language	English (US)
Pages (from-to)	8203-8206
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	45
Issue number	48
DOIs	https://doi.org/10.1002/anie.200603055
State	Published - Dec 11 2006

Keywords

Hypervalent compounds
Iodine
Iodosylbenzene
Substituent effects
trans influence

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abstract = "Large and small or twice moderate: Both combinations of trans influences of the substituents favor the formation of highly stable aryl λ 3-iodanes ArILL' (examples: PhI(OH)OTs and PhI(OAc)2). trans influences also seem to explain why iodosylbenzene adopts an oxo-bridged zigzag polymer structure in contrast to PhI(OH)2, which is monomeric. (Chemical Equation Presented).",

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AU - Sueda, Takuya

AU - Miyamoto, Kazunori

AU - Kiprof, Paul

AU - Zhdankin, Viktor V.

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AB - Large and small or twice moderate: Both combinations of trans influences of the substituents favor the formation of highly stable aryl λ 3-iodanes ArILL' (examples: PhI(OH)OTs and PhI(OAc)2). trans influences also seem to explain why iodosylbenzene adopts an oxo-bridged zigzag polymer structure in contrast to PhI(OH)2, which is monomeric. (Chemical Equation Presented).

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KW - Iodosylbenzene

KW - Substituent effects

KW - trans influence

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