Acid-catalyzed synthesis of condensed polycyclic diaryl ethers from arenols

Saori Tanii; Mieko Arisawa; Masahiko Yamaguchi

doi:10.1039/c9cc07172e

Acid-catalyzed synthesis of condensed polycyclic diaryl ethers from arenols

Saori Tanii, Mieko Arisawa, Masahiko Yamaguchi

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

3 Citations (Scopus)

Abstract

Diaryl ethers containing condensed polycyclic aryl groups were synthesized from arenols in the presence of a catalytic amount of p-chlorobenzenesulfonic acid. Symmetrical binaphthyl, biphenanthryl, and bipyrenyl ethers were obtained in high yields. Unsymmetrical derivatives were also synthesized from 9-phenanthrol and arenols, using combinations of reactive and unreactive substrates.

Original language	English
Pages (from-to)	14078-14080
Number of pages	3
Journal	Chemical Communications
Volume	55
Issue number	93
DOIs	https://doi.org/10.1039/c9cc07172e
Publication status	Published - 2019
Externally published	Yes

All Science Journal Classification (ASJC) codes

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/c9cc07172e

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title = "Acid-catalyzed synthesis of condensed polycyclic diaryl ethers from arenols",

abstract = "Diaryl ethers containing condensed polycyclic aryl groups were synthesized from arenols in the presence of a catalytic amount of p-chlorobenzenesulfonic acid. Symmetrical binaphthyl, biphenanthryl, and bipyrenyl ethers were obtained in high yields. Unsymmetrical derivatives were also synthesized from 9-phenanthrol and arenols, using combinations of reactive and unreactive substrates.",

author = "Saori Tanii and Mieko Arisawa and Masahiko Yamaguchi",

note = "Funding Information: The authors would like to thank Mr Kohei Fukumoto for his efforts in this study. This research was supported by the Platform Project for Supporting Drug Discovery and Life Science Research from AMED (Grant Number JP18am0101100) and Tohoku University Center for Gender Equality Promotion (TUMUG). S. T. acknowledges Grants-in-Aid for Young Scientists (B) (no. 19K15551) from the Japan Society for the Promotion of Science. Publisher Copyright: This journal is {\textcopyright} The Royal Society of Chemistry.",

year = "2019",

doi = "10.1039/c9cc07172e",

language = "English",

volume = "55",

pages = "14078--14080",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "93",

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TY - JOUR

T1 - Acid-catalyzed synthesis of condensed polycyclic diaryl ethers from arenols

AU - Tanii, Saori

AU - Arisawa, Mieko

AU - Yamaguchi, Masahiko

N1 - Funding Information: The authors would like to thank Mr Kohei Fukumoto for his efforts in this study. This research was supported by the Platform Project for Supporting Drug Discovery and Life Science Research from AMED (Grant Number JP18am0101100) and Tohoku University Center for Gender Equality Promotion (TUMUG). S. T. acknowledges Grants-in-Aid for Young Scientists (B) (no. 19K15551) from the Japan Society for the Promotion of Science. Publisher Copyright: This journal is © The Royal Society of Chemistry.

PY - 2019

Y1 - 2019

N2 - Diaryl ethers containing condensed polycyclic aryl groups were synthesized from arenols in the presence of a catalytic amount of p-chlorobenzenesulfonic acid. Symmetrical binaphthyl, biphenanthryl, and bipyrenyl ethers were obtained in high yields. Unsymmetrical derivatives were also synthesized from 9-phenanthrol and arenols, using combinations of reactive and unreactive substrates.

AB - Diaryl ethers containing condensed polycyclic aryl groups were synthesized from arenols in the presence of a catalytic amount of p-chlorobenzenesulfonic acid. Symmetrical binaphthyl, biphenanthryl, and bipyrenyl ethers were obtained in high yields. Unsymmetrical derivatives were also synthesized from 9-phenanthrol and arenols, using combinations of reactive and unreactive substrates.

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DO - 10.1039/c9cc07172e

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SN - 1359-7345

VL - 55

SP - 14078

EP - 14080

JO - Chemical Communications

JF - Chemical Communications

IS - 93

ER -

Acid-catalyzed synthesis of condensed polycyclic diaryl ethers from arenols

Abstract

All Science Journal Classification (ASJC) codes

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