Oxidative generation of diarylcarbenium ion pools

Masayuki Okajima; Kazuya Soga; Toshiki Nokami; Seiji Suga; Jun Ichi Yoshida

doi:10.1021/ol061647c

Oxidative generation of diarylcarbenium ion pools

Masayuki Okajima, Kazuya Soga, Toshiki Nokami, Seiji Suga, Jun Ichi Yoshida

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

55 Citations (Scopus)

Abstract

(Figure Presented) "Cation pools" of diarylcarbenium ions have been generated by the oxidative C-H bond dissociation of diarylmethanes using anodic oxidation. "Diarylcarbenium ion pools" thus generated react with various nucleophiles, such as allylsilanes, ketene silyl acetals, and aromatic compounds. The reductive homocoupling of the "diarylcarbenium ion pool" has been achieved. The dimer thus obtained also serves as a precursor of the "diarylcarbenium ion pool" via oxidative C-C bond dissociation.

Original language	English
Pages (from-to)	5005-5007
Number of pages	3
Journal	Organic Letters
Volume	8
Issue number	22
DOIs	https://doi.org/10.1021/ol061647c
Publication status	Published - Oct 26 2006
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol061647c

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title = "Oxidative generation of diarylcarbenium ion pools",

abstract = "(Figure Presented) {"}Cation pools{"} of diarylcarbenium ions have been generated by the oxidative C-H bond dissociation of diarylmethanes using anodic oxidation. {"}Diarylcarbenium ion pools{"} thus generated react with various nucleophiles, such as allylsilanes, ketene silyl acetals, and aromatic compounds. The reductive homocoupling of the {"}diarylcarbenium ion pool{"} has been achieved. The dimer thus obtained also serves as a precursor of the {"}diarylcarbenium ion pool{"} via oxidative C-C bond dissociation.",

author = "Masayuki Okajima and Kazuya Soga and Toshiki Nokami and Seiji Suga and Yoshida, {Jun Ichi}",

year = "2006",

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day = "26",

doi = "10.1021/ol061647c",

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journal = "Organic Letters",

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T1 - Oxidative generation of diarylcarbenium ion pools

AU - Okajima, Masayuki

AU - Soga, Kazuya

AU - Nokami, Toshiki

AU - Suga, Seiji

AU - Yoshida, Jun Ichi

PY - 2006/10/26

Y1 - 2006/10/26

N2 - (Figure Presented) "Cation pools" of diarylcarbenium ions have been generated by the oxidative C-H bond dissociation of diarylmethanes using anodic oxidation. "Diarylcarbenium ion pools" thus generated react with various nucleophiles, such as allylsilanes, ketene silyl acetals, and aromatic compounds. The reductive homocoupling of the "diarylcarbenium ion pool" has been achieved. The dimer thus obtained also serves as a precursor of the "diarylcarbenium ion pool" via oxidative C-C bond dissociation.

AB - (Figure Presented) "Cation pools" of diarylcarbenium ions have been generated by the oxidative C-H bond dissociation of diarylmethanes using anodic oxidation. "Diarylcarbenium ion pools" thus generated react with various nucleophiles, such as allylsilanes, ketene silyl acetals, and aromatic compounds. The reductive homocoupling of the "diarylcarbenium ion pool" has been achieved. The dimer thus obtained also serves as a precursor of the "diarylcarbenium ion pool" via oxidative C-C bond dissociation.

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U2 - 10.1021/ol061647c

DO - 10.1021/ol061647c

M3 - Article

C2 - 17048829

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SN - 1523-7060

VL - 8

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EP - 5007

JO - Organic Letters

JF - Organic Letters

IS - 22

ER -

Oxidative generation of diarylcarbenium ion pools

Abstract

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