The Lithiation/Oxygenation Approach to Calix[6]arenes Selectively Functionalized at a Pair of Opposite Methylene Bridges

Ori Shalev; Silvio E. Biali

doi:10.1021/acs.orglett.8b00671

The Lithiation/Oxygenation Approach to Calix[6]arenes Selectively Functionalized at a Pair of Opposite Methylene Bridges

Ori Shalev
, Silvio E. Biali^*

^*Corresponding author for this work

Institute of Chemistry

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

7 Scopus citations

Abstract

Lithiation of the calix[6]arene methyl ether 2 followed by reaction with O₂ yields derivatives with two opposite methylene groups hydroxylated. Calix[6]arenes with two opposite bridges functionalized with alkoxy, azido, and m-xylyl groups were prepared via reaction of a dichlorocalix[6]arene derivative with nucleophiles.

Original language	English
Pages (from-to)	2324-2327
Number of pages	4
Journal	Organic Letters
Volume	20
Issue number	8
DOIs	https://doi.org/10.1021/acs.orglett.8b00671
State	Published - 20 Apr 2018

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© 2018 American Chemical Society.

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10.1021/acs.orglett.8b00671

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abstract = "Lithiation of the calix[6]arene methyl ether 2 followed by reaction with O2 yields derivatives with two opposite methylene groups hydroxylated. Calix[6]arenes with two opposite bridges functionalized with alkoxy, azido, and m-xylyl groups were prepared via reaction of a dichlorocalix[6]arene derivative with nucleophiles.",

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N2 - Lithiation of the calix[6]arene methyl ether 2 followed by reaction with O2 yields derivatives with two opposite methylene groups hydroxylated. Calix[6]arenes with two opposite bridges functionalized with alkoxy, azido, and m-xylyl groups were prepared via reaction of a dichlorocalix[6]arene derivative with nucleophiles.

AB - Lithiation of the calix[6]arene methyl ether 2 followed by reaction with O2 yields derivatives with two opposite methylene groups hydroxylated. Calix[6]arenes with two opposite bridges functionalized with alkoxy, azido, and m-xylyl groups were prepared via reaction of a dichlorocalix[6]arene derivative with nucleophiles.

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The Lithiation/Oxygenation Approach to Calix[6]arenes Selectively Functionalized at a Pair of Opposite Methylene Bridges

Abstract

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