Catalytic cleavage and reformation of ethereal σ-bonds

Masahito Murai; Kazuki Origuchi; Kazuhiko Takai

doi:10.1246/cl.180361

Catalytic cleavage and reformation of ethereal σ-bonds

Masahito Murai, Kazuki Origuchi, Kazuhiko Takai

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

7 Citations (Scopus)

Abstract

Ether-exchange reaction of alkyl aryl ethers with alcohols and thiols via the cleavage of the C(sp²)-O bond is described. Bi(OTf)₃ was found to be a most effective catalyst, and etherification of fused-aromatic ethers proceeded efficiently. Monitoring of reactions revealed conceptually new transether-ification between two different ethers, which can be regarded as single-bond metathesis under the same reaction conditions.

Original language	English
Pages (from-to)	927-930
Number of pages	4
Journal	Chemistry Letters
Volume	47
Issue number	7
DOIs	https://doi.org/10.1246/cl.180361
Publication status	Published - 2018

Keywords

Bismuth
Metathesis
Transetherification

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.180361

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title = "Catalytic cleavage and reformation of ethereal σ-bonds",

abstract = "Ether-exchange reaction of alkyl aryl ethers with alcohols and thiols via the cleavage of the C(sp2)-O bond is described. Bi(OTf)3 was found to be a most effective catalyst, and etherification of fused-aromatic ethers proceeded efficiently. Monitoring of reactions revealed conceptually new transether-ification between two different ethers, which can be regarded as single-bond metathesis under the same reaction conditions.",

keywords = "Bismuth, Metathesis, Transetherification",

author = "Masahito Murai and Kazuki Origuchi and Kazuhiko Takai",

note = "Funding Information: This work was financially supported by Grant-in-Aid for Scientific Research (C) (No. 16K05778) from MEXT, Japan, and JST ACT-C (No. JPMJCR12YW). Publisher Copyright: {\textcopyright} 2018 The Chemical Society of Japan.",

year = "2018",

doi = "10.1246/cl.180361",

language = "English",

volume = "47",

pages = "927--930",

journal = "Chemistry Letters",

issn = "0366-7022",

publisher = "Chemical Society of Japan",

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TY - JOUR

T1 - Catalytic cleavage and reformation of ethereal σ-bonds

AU - Murai, Masahito

AU - Origuchi, Kazuki

AU - Takai, Kazuhiko

N1 - Funding Information: This work was financially supported by Grant-in-Aid for Scientific Research (C) (No. 16K05778) from MEXT, Japan, and JST ACT-C (No. JPMJCR12YW). Publisher Copyright: © 2018 The Chemical Society of Japan.

PY - 2018

Y1 - 2018

N2 - Ether-exchange reaction of alkyl aryl ethers with alcohols and thiols via the cleavage of the C(sp2)-O bond is described. Bi(OTf)3 was found to be a most effective catalyst, and etherification of fused-aromatic ethers proceeded efficiently. Monitoring of reactions revealed conceptually new transether-ification between two different ethers, which can be regarded as single-bond metathesis under the same reaction conditions.

AB - Ether-exchange reaction of alkyl aryl ethers with alcohols and thiols via the cleavage of the C(sp2)-O bond is described. Bi(OTf)3 was found to be a most effective catalyst, and etherification of fused-aromatic ethers proceeded efficiently. Monitoring of reactions revealed conceptually new transether-ification between two different ethers, which can be regarded as single-bond metathesis under the same reaction conditions.

KW - Bismuth

KW - Metathesis

KW - Transetherification

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U2 - 10.1246/cl.180361

DO - 10.1246/cl.180361

M3 - Article

AN - SCOPUS:85049630813

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VL - 47

SP - 927

EP - 930

JO - Chemistry Letters

JF - Chemistry Letters

IS - 7

ER -

Catalytic cleavage and reformation of ethereal σ-bonds

Abstract

Keywords

ASJC Scopus subject areas

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