Chemoselective oxidation of phenoxathiin-based thiacalix[4]arene and the stereoselective alkylation of products

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F68378271%3A_____%2F18%3A00510515" target="_blank" >RIV/68378271:_____/18:00510515 - isvavai.cz</a>

Alternative codes found

RIV/60461373:22310/18:43916484 RIV/60461373:22810/18:43916484

Result on the web

<a href="https://doi.org/10.1039/c8nj04690e" target="_blank" >https://doi.org/10.1039/c8nj04690e</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/c8nj04690e" target="_blank" >10.1039/c8nj04690e</a>

Result language

angličtina

Original language name

Chemoselective oxidation of phenoxathiin-based thiacalix[4]arene and the stereoselective alkylation of products

Original language description

Phenoxathiin-based thiacalix[4]arene, accessible via acid-catalysed rearrangement of the starting spirodienone derivative, was subjected to the oxidation of sulfur bridging groups. Using an excess of the oxidation agent, systems bearing four sulfonyl groups or three sulfonyl and one sulfoxide group are available in high yields, depending on the reaction conditions. Although four different conformations can be obtained, the alkylation with various alkylating agents led stereoselectively to derivatives being immobilized in the partial cone conformation. The structure of products was assigned using a combination of NMR techniques and single crystal X-ray analysis. All compounds represent inherently chiral building blocks potentially useful in the design of novel thiacalixarene-based receptors.

Czech name

—

Czech description

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Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10302 - Condensed matter physics (including formerly solid state physics, supercond.)

Project

<a href="/en/project/GC18-08680J" target="_blank" >GC18-08680J: The synthesis and exploration of chromogenic and fluorogenic chiral calixarenes and related compounds</a><br>

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2018

Confidentiality

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

Name of the periodical

New Journal of Chemistry

ISSN

1144-0546

e-ISSN

—

Volume of the periodical

42

Issue of the periodical within the volume

24

Country of publishing house

GB - UNITED KINGDOM

Number of pages

13

Pages from-to

20074-20086

UT code for WoS article

000456501100090

EID of the result in the Scopus database

2-s2.0-85057997054