Rhenium-catalyzed ortho-alkylation of phenols

Yoichiro Kuninobu, Masaki Yamamoto, Mitsumi Nishi, Tomoyuki Yamamoto, Takashi Matsuki, Masahito Murai, Kazuhiko Takai

Research output: Contribution to journalArticle

Abstract

A procedure yielding pure 2-(1-methylnonyl)phenol (1) as a colorless oil is presented. An oven-dried Schlenk flask with a Teflon-coated magnetic stir bar and a reflux condenser with a three-way stopcock is primarily used as paraphernalia. A discussion on ortho-monoalkylated phenol derivatives as important bioactive compounds and functional materials concludes the chapter.

Original languageEnglish
JournalOrganic Syntheses
Volume94
DOIs
Publication statusPublished - Jun 20 2018

Fingerprint

Rhenium
Phenols
alkylation
Alkylation
rhenium
Phenol
phenols
cocks
flasks
Functional materials
ovens
teflon (trademark)
condensers
Polytetrafluoroethylene
Ovens
activity (biology)
Oils
oils
Derivatives

Keywords

  • 2-(1-methylnonyl)phenol
  • Dirhenium decacarbonyl
  • Friedel-Crafts alkylation
  • Kugelrohr distillation
  • Monoalkylated phenols

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Kuninobu, Y., Yamamoto, M., Nishi, M., Yamamoto, T., Matsuki, T., Murai, M., & Takai, K. (2018). Rhenium-catalyzed ortho-alkylation of phenols. Organic Syntheses, 94. https://doi.org/10.1002/0471264229.os094.20

Rhenium-catalyzed ortho-alkylation of phenols. / Kuninobu, Yoichiro; Yamamoto, Masaki; Nishi, Mitsumi; Yamamoto, Tomoyuki; Matsuki, Takashi; Murai, Masahito; Takai, Kazuhiko.

In: Organic Syntheses, Vol. 94, 20.06.2018.

Research output: Contribution to journalArticle

Kuninobu, Y, Yamamoto, M, Nishi, M, Yamamoto, T, Matsuki, T, Murai, M & Takai, K 2018, 'Rhenium-catalyzed ortho-alkylation of phenols', Organic Syntheses, vol. 94. https://doi.org/10.1002/0471264229.os094.20
Kuninobu Y, Yamamoto M, Nishi M, Yamamoto T, Matsuki T, Murai M et al. Rhenium-catalyzed ortho-alkylation of phenols. Organic Syntheses. 2018 Jun 20;94. https://doi.org/10.1002/0471264229.os094.20
Kuninobu, Yoichiro ; Yamamoto, Masaki ; Nishi, Mitsumi ; Yamamoto, Tomoyuki ; Matsuki, Takashi ; Murai, Masahito ; Takai, Kazuhiko. / Rhenium-catalyzed ortho-alkylation of phenols. In: Organic Syntheses. 2018 ; Vol. 94.
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