Oxidative generation of diarylcarbenium ion pools

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

Research output: Contribution to journalArticle

50 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 languageEnglish
Pages (from-to)5005-5007
Number of pages3
JournalOrganic Letters
Volume8
Issue number22
DOIs
Publication statusPublished - Oct 26 2006
Externally publishedYes

Fingerprint

Ions
ions
dissociation
acetals
Acetals
Nucleophiles
aromatic compounds
Aromatic compounds
nucleophiles
Anodic oxidation
Dimers
Cations
dimers
cations
oxidation
ketene
allylsilane

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Okajima, M., Soga, K., Nokami, T., Suga, S., & Yoshida, J. I. (2006). Oxidative generation of diarylcarbenium ion pools. Organic Letters, 8(22), 5005-5007. https://doi.org/10.1021/ol061647c

Oxidative generation of diarylcarbenium ion pools. / Okajima, Masayuki; Soga, Kazuya; Nokami, Toshiki; Suga, Seiji; Yoshida, Jun Ichi.

In: Organic Letters, Vol. 8, No. 22, 26.10.2006, p. 5005-5007.

Research output: Contribution to journalArticle

Okajima, M, Soga, K, Nokami, T, Suga, S & Yoshida, JI 2006, 'Oxidative generation of diarylcarbenium ion pools', Organic Letters, vol. 8, no. 22, pp. 5005-5007. https://doi.org/10.1021/ol061647c
Okajima M, Soga K, Nokami T, Suga S, Yoshida JI. Oxidative generation of diarylcarbenium ion pools. Organic Letters. 2006 Oct 26;8(22):5005-5007. https://doi.org/10.1021/ol061647c
Okajima, Masayuki ; Soga, Kazuya ; Nokami, Toshiki ; Suga, Seiji ; Yoshida, Jun Ichi. / Oxidative generation of diarylcarbenium ion pools. In: Organic Letters. 2006 ; Vol. 8, No. 22. pp. 5005-5007.
@article{29ccd9595db24162acedf2e201cf9dd6,
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",
month = "10",
day = "26",
doi = "10.1021/ol061647c",
language = "English",
volume = "8",
pages = "5005--5007",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "22",

}

TY - JOUR

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.

UR - http://www.scopus.com/inward/record.url?scp=33750895869&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33750895869&partnerID=8YFLogxK

U2 - 10.1021/ol061647c

DO - 10.1021/ol061647c

M3 - Article

C2 - 17048829

AN - SCOPUS:33750895869

VL - 8

SP - 5005

EP - 5007

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 22

ER -