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| Description
| - Low temperature reactions of lithiated cobalt bis(1,2-dicarbollide)(1-) (1(-)) in DME with carbon dioxide leads to the substitution of 1(-) at the C-atoms by carboxy function(s). This results in a good yield formation of monosubstituted and disubstituted products of formulations [(1-HOOC-1,2-C2B9H10)(1', 2'-C2B9H11)3,3'-Co)](-) (2(-)) and [(HOOC)(2)-(1,2-C2B9H10)(2)-3,3'-Co](-)(3a, b(-)), respectively. Indeed, the latter compound is in fact a mixture of two diastereoisomers, denoted here as 1,1'-anti (3a(-)) and 1,2'-syn-isomer (3b(-)), from which only the former major species (3a(-)) could be isolated in pure form. Considerations about stereochemistry of these species are supported by geometry optimizations and calculations of 11B NMR shifts at the GIAO-DFT level. In addition, three monocarboxylic acids with three different linear spacers between the carboxy groups and the cage are reported. The first one of the formula [(1-HOOC-CH2-1,2-C2B9H10)(1', 2'-C2B9H11)-3,3'-Co]-(5-) results in a lithiation followed by reaction with BrCH2COOEt and hydrolysis of the respective ethyl ester (4-). Another one with ethylene chain [(1-HOOC-(CH2) 2-1,2-C2B9H10)( 1', 2'-C2B9H11)-3,3'-Co]-(6-) was prepared by the oxidation of a hydroxypropyl derivative of the ion 1(-). The sole representative of B-substituted species of the formulation [8-(HOOC-CH2-O-1,2C(2)B(9)H(10))(1', 2'-C2B9H11)-3,3'-Co]-(7(-)) is prepared by alkylation of the known 8-hydroxy derivatives of the ion 1-by BrCH2COOEt and alkaline hydrolysis. A synthetic route to active nitrofenyl esters (8(-), 9(-) and 10(-)) is described here based on the respective acids 5(-) to 7(-). As verified, the nitrophenyl esters provide easy access to the formation of amidic bonds between the boron cage and organic primary amino functions.
- Low temperature reactions of lithiated cobalt bis(1,2-dicarbollide)(1-) (1(-)) in DME with carbon dioxide leads to the substitution of 1(-) at the C-atoms by carboxy function(s). This results in a good yield formation of monosubstituted and disubstituted products of formulations [(1-HOOC-1,2-C2B9H10)(1', 2'-C2B9H11)3,3'-Co)](-) (2(-)) and [(HOOC)(2)-(1,2-C2B9H10)(2)-3,3'-Co](-)(3a, b(-)), respectively. Indeed, the latter compound is in fact a mixture of two diastereoisomers, denoted here as 1,1'-anti (3a(-)) and 1,2'-syn-isomer (3b(-)), from which only the former major species (3a(-)) could be isolated in pure form. Considerations about stereochemistry of these species are supported by geometry optimizations and calculations of 11B NMR shifts at the GIAO-DFT level. In addition, three monocarboxylic acids with three different linear spacers between the carboxy groups and the cage are reported. The first one of the formula [(1-HOOC-CH2-1,2-C2B9H10)(1', 2'-C2B9H11)-3,3'-Co]-(5-) results in a lithiation followed by reaction with BrCH2COOEt and hydrolysis of the respective ethyl ester (4-). Another one with ethylene chain [(1-HOOC-(CH2) 2-1,2-C2B9H10)( 1', 2'-C2B9H11)-3,3'-Co]-(6-) was prepared by the oxidation of a hydroxypropyl derivative of the ion 1(-). The sole representative of B-substituted species of the formulation [8-(HOOC-CH2-O-1,2C(2)B(9)H(10))(1', 2'-C2B9H11)-3,3'-Co]-(7(-)) is prepared by alkylation of the known 8-hydroxy derivatives of the ion 1-by BrCH2COOEt and alkaline hydrolysis. A synthetic route to active nitrofenyl esters (8(-), 9(-) and 10(-)) is described here based on the respective acids 5(-) to 7(-). As verified, the nitrophenyl esters provide easy access to the formation of amidic bonds between the boron cage and organic primary amino functions. (en)
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| Title
| - Synthesis, characterisation and some chemistry of C- and B-substituted carboxylic acids of cobalt bis(dicarbollide)
- Synthesis, characterisation and some chemistry of C- and B-substituted carboxylic acids of cobalt bis(dicarbollide) (en)
|
| skos:prefLabel
| - Synthesis, characterisation and some chemistry of C- and B-substituted carboxylic acids of cobalt bis(dicarbollide)
- Synthesis, characterisation and some chemistry of C- and B-substituted carboxylic acids of cobalt bis(dicarbollide) (en)
|
| skos:notation
| - RIV/61388980:_____/14:00428161!RIV15-AV0-61388980
|
| http://linked.open...avai/riv/aktivita
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| http://linked.open...avai/riv/aktivity
| |
| http://linked.open...iv/cisloPeriodika
| |
| http://linked.open...vai/riv/dodaniDat
| |
| http://linked.open...aciTvurceVysledku
| |
| http://linked.open.../riv/druhVysledku
| |
| http://linked.open...iv/duvernostUdaju
| |
| http://linked.open...titaPredkladatele
| |
| http://linked.open...dnocenehoVysledku
| |
| http://linked.open...ai/riv/idVysledku
| - RIV/61388980:_____/14:00428161
|
| http://linked.open...riv/jazykVysledku
| |
| http://linked.open.../riv/klicovaSlova
| - BORON-CLUSTER COMPOUNDS; EFFICIENT EXTRACTANTS; ACTINIDE EXTRACTIONS (en)
|
| http://linked.open.../riv/klicoveSlovo
| |
| http://linked.open...odStatuVydavatele
| - GB - Spojené království Velké Británie a Severního Irska
|
| http://linked.open...ontrolniKodProRIV
| |
| http://linked.open...i/riv/nazevZdroje
| |
| http://linked.open...in/vavai/riv/obor
| |
| http://linked.open...ichTvurcuVysledku
| |
| http://linked.open...cetTvurcuVysledku
| |
| http://linked.open...vavai/riv/projekt
| |
| http://linked.open...UplatneniVysledku
| |
| http://linked.open...v/svazekPeriodika
| |
| http://linked.open...iv/tvurceVysledku
| - Grüner, Bohumír
- Hnyk, Drahomír
- Šícha, Václav
- Nekvinda, Jan
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| http://linked.open...ain/vavai/riv/wos
| |
| issn
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| number of pages
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| http://bibframe.org/vocab/doi
| |
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