Regioselective halogenation of thiacalix[4]arenes in the cone and 1,3-alternate conformations

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F68378271%3A_____%2F14%3A00435424" target="_blank" >RIV/68378271:_____/14:00435424 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1021/ol5024536" target="_blank" >http://dx.doi.org/10.1021/ol5024536</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/ol5024536" target="_blank" >10.1021/ol5024536</a>

Result language

angličtina

Original language name

Regioselective halogenation of thiacalix[4]arenes in the cone and 1,3-alternate conformations

Original language description

Monohalogenation of thiacalix[4]arene in the cone conformation gave either the meta- or para-substituted isomers depending on the halogen and reaction conditions used. Surprisingly, the same reaction with the 1,3-alternate conformer led only to the metaisomer. This is the first example of such a conformation-dependent regioselectivity in calixarene/thiacalixarene chemistry. As the halogen-substituted calixarenes are useful synthetic intermediates, this provided the unique opportunity to functionalize the basic skeleton at two different positions.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

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Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2014

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Organic Letters

ISSN

1523-7060

e-ISSN

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Volume of the periodical

16

Issue of the periodical within the volume

19

Country of publishing house

US - UNITED STATES

Number of pages

4

Pages from-to

5100-5103

UT code for WoS article

000342719500034

EID of the result in the Scopus database

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