The first circular dichroism observation for organic radical cations: Chiroptical properties of neomenthyloxy- and isobornyloxyanisole radical cations

Tadashi Mori; Junya Shinkuma; Masafumi Sato; Hideaki Saito; Takehiko Wada; Yoshihisa Inoue

doi:10.1080/10242430212199

The first circular dichroism observation for organic radical cations: Chiroptical properties of neomenthyloxy- and isobornyloxyanisole radical cations

Tadashi Mori, Junya Shinkuma, Masafumi Sato, Hideaki Saito, Takehiko Wada, Yoshihisa Inoue

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

7 Citations (Scopus)

Abstract

The first unequivocal circular dichroism spectra were obtained for organic radical cations, which were prepared from p-(1S,2S,5R)-neomenthyloxyanisole (1) and p-(1S,2S,4S)-isobornyloxyanisole (2) by single electron oxidation with triethyloxonium hexachloroantimonate in dichloromethane. The chiroptical properties of the radical cations 1^.+ and 2^.+ were discussed in comparison with those of neutral species 1 and 2.

Original language	English
Pages (from-to)	115-118
Number of pages	4
Journal	Enantiomer
Volume	7
Issue number	2-3
DOIs	https://doi.org/10.1080/10242430212199
Publication status	Published - 2002 Mar
Externally published	Yes

Keywords

Circular dichroism
Cotton effect
Dimethoxybenzene derivatives
Electron transfer
Oxidation
Radical cation

ASJC Scopus subject areas

Chemistry(all)
Biochemistry
Biochemistry, Genetics and Molecular Biology(all)
Organic Chemistry

Access to Document

10.1080/10242430212199

Cite this

@article{0fb744e396404988a0038a6ff2a868aa,

title = "The first circular dichroism observation for organic radical cations: Chiroptical properties of neomenthyloxy- and isobornyloxyanisole radical cations",

abstract = "The first unequivocal circular dichroism spectra were obtained for organic radical cations, which were prepared from p-(1S,2S,5R)-neomenthyloxyanisole (1) and p-(1S,2S,4S)-isobornyloxyanisole (2) by single electron oxidation with triethyloxonium hexachloroantimonate in dichloromethane. The chiroptical properties of the radical cations 1.+ and 2.+ were discussed in comparison with those of neutral species 1 and 2.",

keywords = "Circular dichroism, Cotton effect, Dimethoxybenzene derivatives, Electron transfer, Oxidation, Radical cation",

author = "Tadashi Mori and Junya Shinkuma and Masafumi Sato and Hideaki Saito and Takehiko Wada and Yoshihisa Inoue",

note = "Funding Information: Financial support (to T. M.) of this work by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science, and Technology of Japan (No. 12740346) is gratefully acknowledged.",

year = "2002",

month = mar,

doi = "10.1080/10242430212199",

language = "English",

volume = "7",

pages = "115--118",

journal = "Enantiomer",

issn = "1024-2430",

publisher = "Taylor and Francis Ltd.",

number = "2-3",

}

TY - JOUR

T1 - The first circular dichroism observation for organic radical cations

T2 - Chiroptical properties of neomenthyloxy- and isobornyloxyanisole radical cations

AU - Mori, Tadashi

AU - Shinkuma, Junya

AU - Sato, Masafumi

AU - Saito, Hideaki

AU - Wada, Takehiko

AU - Inoue, Yoshihisa

N1 - Funding Information: Financial support (to T. M.) of this work by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science, and Technology of Japan (No. 12740346) is gratefully acknowledged.

PY - 2002/3

Y1 - 2002/3

N2 - The first unequivocal circular dichroism spectra were obtained for organic radical cations, which were prepared from p-(1S,2S,5R)-neomenthyloxyanisole (1) and p-(1S,2S,4S)-isobornyloxyanisole (2) by single electron oxidation with triethyloxonium hexachloroantimonate in dichloromethane. The chiroptical properties of the radical cations 1.+ and 2.+ were discussed in comparison with those of neutral species 1 and 2.

AB - The first unequivocal circular dichroism spectra were obtained for organic radical cations, which were prepared from p-(1S,2S,5R)-neomenthyloxyanisole (1) and p-(1S,2S,4S)-isobornyloxyanisole (2) by single electron oxidation with triethyloxonium hexachloroantimonate in dichloromethane. The chiroptical properties of the radical cations 1.+ and 2.+ were discussed in comparison with those of neutral species 1 and 2.

KW - Circular dichroism

KW - Cotton effect

KW - Dimethoxybenzene derivatives

KW - Electron transfer

KW - Oxidation

KW - Radical cation

UR - http://www.scopus.com/inward/record.url?scp=0002781046&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0002781046&partnerID=8YFLogxK

U2 - 10.1080/10242430212199

DO - 10.1080/10242430212199

M3 - Article

C2 - 12108628

AN - SCOPUS:0002781046

VL - 7

SP - 115

EP - 118

JO - Enantiomer

JF - Enantiomer

SN - 1024-2430

IS - 2-3

ER -

The first circular dichroism observation for organic radical cations: Chiroptical properties of neomenthyloxy- and isobornyloxyanisole radical cations

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this