Aerobic oxidative homocoupling of aryl amines using heterogeneous rhodium catalysts

Kenji Matsumoto, Kento Dougomori, Shohei Tachikawa, Takanori Ishii, Mitsuru Shindo

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

The first heterogeneous catalyzed oxidative coupling of aryl amines is reported. Aryl amines were dimerized at room temperature under air using a heterogeneous Rh/C catalyst in the presence of acids. By choosing a suitable acidic solvent, biaryl compounds and carbazoles were selectively prepared in good yields. This reaction is operationally simple and provides an effi cient synthetic methodology for the preparation of biaryl diamines via oxidative C - H activation.

Original languageEnglish
Pages (from-to)4754-4757
Number of pages4
JournalOrganic Letters
Volume16
Issue number18
DOIs
Publication statusPublished - Sep 19 2014

Fingerprint

Rhodium
rhodium
Amines
amines
Carbazoles
Oxidative Coupling
catalysts
Catalysts
Diamines
carbazoles
diamines
Chemical activation
Air
activation
methodology
preparation
acids
Temperature
Acids
air

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Aerobic oxidative homocoupling of aryl amines using heterogeneous rhodium catalysts. / Matsumoto, Kenji; Dougomori, Kento; Tachikawa, Shohei; Ishii, Takanori; Shindo, Mitsuru.

In: Organic Letters, Vol. 16, No. 18, 19.09.2014, p. 4754-4757.

Research output: Contribution to journalArticle

Matsumoto, Kenji ; Dougomori, Kento ; Tachikawa, Shohei ; Ishii, Takanori ; Shindo, Mitsuru. / Aerobic oxidative homocoupling of aryl amines using heterogeneous rhodium catalysts. In: Organic Letters. 2014 ; Vol. 16, No. 18. pp. 4754-4757.
@article{0a88963b0c304d1c8b948703f36b8dd0,
title = "Aerobic oxidative homocoupling of aryl amines using heterogeneous rhodium catalysts",
abstract = "The first heterogeneous catalyzed oxidative coupling of aryl amines is reported. Aryl amines were dimerized at room temperature under air using a heterogeneous Rh/C catalyst in the presence of acids. By choosing a suitable acidic solvent, biaryl compounds and carbazoles were selectively prepared in good yields. This reaction is operationally simple and provides an effi cient synthetic methodology for the preparation of biaryl diamines via oxidative C - H activation.",
author = "Kenji Matsumoto and Kento Dougomori and Shohei Tachikawa and Takanori Ishii and Mitsuru Shindo",
year = "2014",
month = "9",
day = "19",
doi = "10.1021/ol502197p",
language = "English",
volume = "16",
pages = "4754--4757",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "18",

}

TY - JOUR

T1 - Aerobic oxidative homocoupling of aryl amines using heterogeneous rhodium catalysts

AU - Matsumoto, Kenji

AU - Dougomori, Kento

AU - Tachikawa, Shohei

AU - Ishii, Takanori

AU - Shindo, Mitsuru

PY - 2014/9/19

Y1 - 2014/9/19

N2 - The first heterogeneous catalyzed oxidative coupling of aryl amines is reported. Aryl amines were dimerized at room temperature under air using a heterogeneous Rh/C catalyst in the presence of acids. By choosing a suitable acidic solvent, biaryl compounds and carbazoles were selectively prepared in good yields. This reaction is operationally simple and provides an effi cient synthetic methodology for the preparation of biaryl diamines via oxidative C - H activation.

AB - The first heterogeneous catalyzed oxidative coupling of aryl amines is reported. Aryl amines were dimerized at room temperature under air using a heterogeneous Rh/C catalyst in the presence of acids. By choosing a suitable acidic solvent, biaryl compounds and carbazoles were selectively prepared in good yields. This reaction is operationally simple and provides an effi cient synthetic methodology for the preparation of biaryl diamines via oxidative C - H activation.

UR - http://www.scopus.com/inward/record.url?scp=84927142933&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84927142933&partnerID=8YFLogxK

U2 - 10.1021/ol502197p

DO - 10.1021/ol502197p

M3 - Article

AN - SCOPUS:84927142933

VL - 16

SP - 4754

EP - 4757

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 18

ER -