Octacarbamoylated and octathiocarbamoylated resorcinarenes: transformations and acceptor properties
A series of octa(thio)carbamoylated resorcinarenes was synthesized by the reactions of rccc-resorcinarenes with N,N -dimethylcarbamoyl and N,N -dimethylthiocarbamoyl chlorides in the presence of alkali carbonates. The derivatives with thiocarbamoyl groups were transformed into octa(carbamoylthio)res...
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| Published in | Russian chemical bulletin Vol. 67; no. 2; pp. 321 - 327 |
|---|---|
| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
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Springer US
01.02.2018
Springer Nature B.V |
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| Abstract | A series of octa(thio)carbamoylated resorcinarenes was synthesized by the reactions of rccc-resorcinarenes with
N,N
-dimethylcarbamoyl and
N,N
-dimethylthiocarbamoyl chlorides in the presence of alkali carbonates. The derivatives with thiocarbamoyl groups were transformed into octa(carbamoylthio)resorcinarenes by the thione—thiol rearrangement. In a homogeneous medium octacarbamoylated resorcinarenes demonstrated high acceptor properties and selectivity to cesium cations but manifested low extraction ability towards alkali metal cations from the aqueous phase to organic one because of the formation of stable films at the interface. Resorcinarenes with thiocarbamoyl and carbamoylthio groups are capable of extracting lanthanides (Nd
3+
, Yb
3+
) from aqueous media and are selective to Nd
3+
cations. |
|---|---|
| AbstractList | A series of octa(thio)carbamoylated resorcinarenes was synthesized by the reactions of rccc-resorcinarenes with N,N-dimethylcarbamoyl and N,N-dimethylthiocarbamoyl chlorides in the presence of alkali carbonates. The derivatives with thiocarbamoyl groups were transformed into octa(carbamoylthio)resorcinarenes by the thione—thiol rearrangement. In a homogeneous medium octacarbamoylated resorcinarenes demonstrated high acceptor properties and selectivity to cesium cations but manifested low extraction ability towards alkali metal cations from the aqueous phase to organic one because of the formation of stable films at the interface. Resorcinarenes with thiocarbamoyl and carbamoylthio groups are capable of extracting lanthanides (Nd3+, Yb3+) from aqueous media and are selective to Nd3+ cations. A series of octa(thio)carbamoylated resorcinarenes was synthesized by the reactions of rccc-resorcinarenes with N,N-dimethylcarbamoyl and N,N-dimethylthiocarbamoyl chlorides in the presence of alkali carbonates. The derivatives with thiocarbamoyl groups were transformed into octa(carbamoylthio)resorcinarenes by the thione—thiol rearrangement. In a homogeneous medium octacarbamoylated resorcinarenes demonstrated high acceptor properties and selectivity to cesium cations but manifested low extraction ability towards alkali metal cations from the aqueous phase to organic one because of the formation of stable films at the interface. Resorcinarenes with thiocarbamoyl and carbamoylthio groups are capable of extracting lanthanides (Nd{sup 3+}, Yb{sup 3+}) from aqueous media and are selective to Nd{sup 3+} cations. A series of octa(thio)carbamoylated resorcinarenes was synthesized by the reactions of rccc-resorcinarenes with N,N -dimethylcarbamoyl and N,N -dimethylthiocarbamoyl chlorides in the presence of alkali carbonates. The derivatives with thiocarbamoyl groups were transformed into octa(carbamoylthio)resorcinarenes by the thione—thiol rearrangement. In a homogeneous medium octacarbamoylated resorcinarenes demonstrated high acceptor properties and selectivity to cesium cations but manifested low extraction ability towards alkali metal cations from the aqueous phase to organic one because of the formation of stable films at the interface. Resorcinarenes with thiocarbamoyl and carbamoylthio groups are capable of extracting lanthanides (Nd 3+ , Yb 3+ ) from aqueous media and are selective to Nd 3+ cations. |
| Author | Egorova, M. A. Maslennikova, V. I. Serkova, O. S. Kamkina, A. V. |
| Author_xml | – sequence: 1 givenname: O. S. surname: Serkova fullname: Serkova, O. S. organization: Moscow Pedagogical State University, Building 2 – sequence: 2 givenname: A. V. surname: Kamkina fullname: Kamkina, A. V. organization: Moscow Pedagogical State University, Building 2 – sequence: 3 givenname: M. A. surname: Egorova fullname: Egorova, M. A. organization: Moscow Pedagogical State University, Building 2 – sequence: 4 givenname: V. I. surname: Maslennikova fullname: Maslennikova, V. I. email: him-vim@mail.ru organization: Moscow Pedagogical State University, Building 2 |
| BackLink | https://www.osti.gov/biblio/22863388$$D View this record in Osti.gov |
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| Cites_doi | 10.1021/jo981386n 10.1016/j.talanta.2004.06.033 10.1016/0040-4020(95)00984-1 10.1007/s10847-005-1252-3 10.1002/ejoc.200400363 10.1016/j.ccr.2012.10.006 10.1134/S1070363208030092 10.1081/SEI-100103276 10.1016/j.jcis.2013.06.048 10.1021/jo00085a047 10.1080/10610278.2013.809085 10.1016/S0927-7757(01)00979-7 10.1139/v95-275 10.1039/p29960002561 10.1021/ja00539a012 10.1007/128_065 10.1080/10610270902980663 10.1021/jo01310a046 10.1016/j.tet.2013.12.057 10.1002/(SICI)1521-3749(200005)626:5<1246::AID-ZAAC1246>3.0.CO;2-F |
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| Keywords | resorcinarenes alkali metal cations thione—thiol rearrangement carbamoylation complex formation extraction thiocarbamoylation lanthanides |
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| Snippet | A series of octa(thio)carbamoylated resorcinarenes was synthesized by the reactions of rccc-resorcinarenes with
N,N
-dimethylcarbamoyl and
N,N... A series of octa(thio)carbamoylated resorcinarenes was synthesized by the reactions of rccc-resorcinarenes with N,N-dimethylcarbamoyl and... |
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| SubjectTerms | Alkali metals CARBONATES CATIONS CESIUM Chemical synthesis Chemistry Chemistry and Materials Science Chemistry/Food Science CHLORIDES Full Articles Inorganic Chemistry INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY Lanthanides NEODYMIUM IONS Organic Chemistry RARE EARTHS THIN FILMS THIOLS TRANSFORMATIONS YTTERBIUM IONS |
| Title | Octacarbamoylated and octathiocarbamoylated resorcinarenes: transformations and acceptor properties |
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