Unprecedented meta-substitution of calixarenes: Direct way to inherently chiral derivatives

Petr Slavik; Miroslav Dudic; Karolina Flidrova; Jan Sykora; Ivana Cisarova; Stanislav Böhm; Pavel Lhotak

doi:10.1021/ol301420t

Unprecedented meta-substitution of calixarenes: Direct way to inherently chiral derivatives

Petr Slavik, Miroslav Dudic, Karolina Flidrova, Jan Sykora, Ivana Cisarova, Stanislav Böhm, Pavel Lhotak^*

^*Corresponding author for this work

Chemistry

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

Abstract

Electrophilic aromatic substitution in the calix[n]arene series is a well-established procedure leading exclusively to para-substituted derivatives. An unprecedented regioselectivity of the mercuration reaction leading to the meta-substituted calix[4]arenes is described. These compounds represent a new type of substitution pattern in classical calixarene chemistry and open the door for the straightforward synthesis of inherently chiral receptors based on calixarenes.

Original language	English
Pages (from-to)	3628-3631
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	14
DOIs	https://doi.org/10.1021/ol301420t
Publication status	Published - 20 Jul 2012

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10.1021/ol301420t

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abstract = "Electrophilic aromatic substitution in the calix[n]arene series is a well-established procedure leading exclusively to para-substituted derivatives. An unprecedented regioselectivity of the mercuration reaction leading to the meta-substituted calix[4]arenes is described. These compounds represent a new type of substitution pattern in classical calixarene chemistry and open the door for the straightforward synthesis of inherently chiral receptors based on calixarenes.",

author = "Petr Slavik and Miroslav Dudic and Karolina Flidrova and Jan Sykora and Ivana Cisarova and Stanislav B{\"o}hm and Pavel Lhotak",

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T1 - Unprecedented meta-substitution of calixarenes

T2 - Direct way to inherently chiral derivatives

AU - Slavik, Petr

AU - Dudic, Miroslav

AU - Flidrova, Karolina

AU - Sykora, Jan

AU - Cisarova, Ivana

AU - Böhm, Stanislav

AU - Lhotak, Pavel

PY - 2012/7/20

Y1 - 2012/7/20

N2 - Electrophilic aromatic substitution in the calix[n]arene series is a well-established procedure leading exclusively to para-substituted derivatives. An unprecedented regioselectivity of the mercuration reaction leading to the meta-substituted calix[4]arenes is described. These compounds represent a new type of substitution pattern in classical calixarene chemistry and open the door for the straightforward synthesis of inherently chiral receptors based on calixarenes.

AB - Electrophilic aromatic substitution in the calix[n]arene series is a well-established procedure leading exclusively to para-substituted derivatives. An unprecedented regioselectivity of the mercuration reaction leading to the meta-substituted calix[4]arenes is described. These compounds represent a new type of substitution pattern in classical calixarene chemistry and open the door for the straightforward synthesis of inherently chiral receptors based on calixarenes.

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JO - Organic Letters

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ER -

Unprecedented meta-substitution of calixarenes: Direct way to inherently chiral derivatives

Abstract

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