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

103 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

Publisher link

10.1002/anie.200603055

Find It

Find It at U of M Libraries

Cite this

@article{ae343514b1e947bea2b42b03c85ff296,

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

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).",

keywords = "Hypervalent compounds, Iodine, Iodosylbenzene, Substituent effects, trans influence",

author = "Masahito Ochiai and Takuya Sueda and Kazunori Miyamoto and Paul Kiprof and Zhdankin, {Viktor V.}",

year = "2006",

month = dec,

day = "11",

doi = "10.1002/anie.200603055",

language = "English (US)",

volume = "45",

pages = "8203--8206",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "48",

}

TY - JOUR

T1 - trans influences on hypervalent bonding of aryl λ3- iodanes

T2 - Their stabilities and isodesmic reactions of benziodoxolones and benziodazolones

AU - Ochiai, Masahito

AU - Sueda, Takuya

AU - Miyamoto, Kazunori

AU - Kiprof, Paul

AU - Zhdankin, Viktor V.

PY - 2006/12/11

Y1 - 2006/12/11

N2 - 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).

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).

KW - Hypervalent compounds

KW - Iodine

KW - Iodosylbenzene

KW - Substituent effects

KW - trans influence

UR - http://www.scopus.com/inward/record.url?scp=33845763473&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33845763473&partnerID=8YFLogxK

U2 - 10.1002/anie.200603055

DO - 10.1002/anie.200603055

M3 - Article

C2 - 17096441

AN - SCOPUS:33845763473

SN - 1433-7851

VL - 45

SP - 8203

EP - 8206

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 48

ER -