About: Direct and facile synthesis of carbon substituted alkylhydroxy derivatives of cobalt bis(1,2-dicarbollide), versatile building blocks for synthetic purposes

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Description	Reactions of lithiated cobalt bis(1,2-dicarbollide)(1(-)) anion (1(-)) in presence of paraformaldehyde, ethylene oxide or trimethylene oxide led to the substitution of 1(-) at the C-atoms resulting in the high yield formation of monosubstituted alkylhydroxy derivatives [(1-HO(CH2)(n)-1,2-C2B9H10)(1',2'-C2B9H11)-3,3'-Co(III)](-) (n = 1-3) isolated as caesium salts (Cs2, Cs3, Cs4) along with disubstituted products of general formulation [(HO(CH2)(n)-1,2-C2B9H10)(2)-3,3'-Co(III)](-) (n = 1 3) (Cs5, Cs6 and Cs7). Disubstituted compounds are in fact a mixture of diastereoisomers denoted as 1,1'-anti(rac-), 1,2'-syn- and in case of Cs6 and Cs7 also 1,2-vicinal-isomer, from which only the anti-isomer could be isolated in pure form in case of shorter chain compounds Cs5 and Cs6. All these alkylhydroxy derivatives can serve as versatile precursors for the generation of a variety of functional molecules. Thus, reaction of Me(3)NH4 with NaH and one equivalent of POCl3 provided after hydrolysis the phosphorylated [(1-(HO)(2)P(O)-OC3H6-1,2-C2B9H10)(1',2'-C2B9H11)-3,3'-Co(III)](-) derivative, isolated in the form of trimethylammonium salt, Me(3)NH8 as the main product whereas reaction with half of the equivalent produces a high yield of phosphoric acid diester (Me3NH)(2)9 comprising in its structure two cages connected via propyl spacers to the central part. The calcium salt Ca(10)(2) of bridged ion [mu-(HOP(O)(OC3H6)(2))-(1,2-C2B9H10)(2)-3,3'-Co(III)](-) resulted from reaction of Me(3)NH7 with NaH and one equivalent of POCl3 followed by hydrolysis and addition of CaCl2. All new compounds were characterized by multinuclear NMR spectroscopy and mass spectrometry and the structure of Me3NH3 and that of the respective salts of the pure anti-stereoisomer of dialkylhydroxy derivatives Cs5 and Me3NH6 were established by X-ray crystallography. Reactions of lithiated cobalt bis(1,2-dicarbollide)(1(-)) anion (1(-)) in presence of paraformaldehyde, ethylene oxide or trimethylene oxide led to the substitution of 1(-) at the C-atoms resulting in the high yield formation of monosubstituted alkylhydroxy derivatives [(1-HO(CH2)(n)-1,2-C2B9H10)(1',2'-C2B9H11)-3,3'-Co(III)](-) (n = 1-3) isolated as caesium salts (Cs2, Cs3, Cs4) along with disubstituted products of general formulation [(HO(CH2)(n)-1,2-C2B9H10)(2)-3,3'-Co(III)](-) (n = 1 3) (Cs5, Cs6 and Cs7). Disubstituted compounds are in fact a mixture of diastereoisomers denoted as 1,1'-anti(rac-), 1,2'-syn- and in case of Cs6 and Cs7 also 1,2-vicinal-isomer, from which only the anti-isomer could be isolated in pure form in case of shorter chain compounds Cs5 and Cs6. All these alkylhydroxy derivatives can serve as versatile precursors for the generation of a variety of functional molecules. Thus, reaction of Me(3)NH4 with NaH and one equivalent of POCl3 provided after hydrolysis the phosphorylated [(1-(HO)(2)P(O)-OC3H6-1,2-C2B9H10)(1',2'-C2B9H11)-3,3'-Co(III)](-) derivative, isolated in the form of trimethylammonium salt, Me(3)NH8 as the main product whereas reaction with half of the equivalent produces a high yield of phosphoric acid diester (Me3NH)(2)9 comprising in its structure two cages connected via propyl spacers to the central part. The calcium salt Ca(10)(2) of bridged ion [mu-(HOP(O)(OC3H6)(2))-(1,2-C2B9H10)(2)-3,3'-Co(III)](-) resulted from reaction of Me(3)NH7 with NaH and one equivalent of POCl3 followed by hydrolysis and addition of CaCl2. All new compounds were characterized by multinuclear NMR spectroscopy and mass spectrometry and the structure of Me3NH3 and that of the respective salts of the pure anti-stereoisomer of dialkylhydroxy derivatives Cs5 and Me3NH6 were established by X-ray crystallography. (en)
Title	Direct and facile synthesis of carbon substituted alkylhydroxy derivatives of cobalt bis(1,2-dicarbollide), versatile building blocks for synthetic purposes Direct and facile synthesis of carbon substituted alkylhydroxy derivatives of cobalt bis(1,2-dicarbollide), versatile building blocks for synthetic purposes (en)
skos:prefLabel	Direct and facile synthesis of carbon substituted alkylhydroxy derivatives of cobalt bis(1,2-dicarbollide), versatile building blocks for synthetic purposes Direct and facile synthesis of carbon substituted alkylhydroxy derivatives of cobalt bis(1,2-dicarbollide), versatile building blocks for synthetic purposes (en)
skos:notation	RIV/00216275:25310/12:39895205!RIV13-MSM-25310___
http://linked.open...avai/predkladatel	Fakulta chemicko-technologická
http://linked.open...avai/riv/aktivita	I
http://linked.open...avai/riv/aktivity	I
http://linked.open...iv/cisloPeriodika	25
http://linked.open...vai/riv/dodaniDat	2013
http://linked.open...aciTvurceVysledku	Padělková, Zdeňka
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Univerzita Pardubice / Fakulta chemicko-technologická
http://linked.open...dnocenehoVysledku	131411
http://linked.open...ai/riv/idVysledku	RIV/00216275:25310/12:39895205
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	trimethylene oxides; shorter chain compounds; paraformaldehydes; multinuclear NMR spectroscopy; high yield; functional molecules; facile synthesis; ethylene oxides; disubstituted compounds; diesters; diastereoisomers; calcium salts; building blockes (en)
http://linked.open.../riv/klicoveSlovo	building blockes calcium salts diastereoisomers diesters disubstituted compounds ethylene oxides facile synthesis functional molecules high yield multinuclear NMR spectroscopy paraformaldehydes shorter chain compounds trimethylene oxides
http://linked.open...odStatuVydavatele	GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV	[7E228F97A763]
http://linked.open...i/riv/nazevZdroje	Journal of Chemical Society, Dalton Transactions
http://linked.open...in/vavai/riv/obor	CA
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	4 (xsd:int)
http://linked.open...UplatneniVysledku	2012
http://linked.open...v/svazekPeriodika	41
http://linked.open...iv/tvurceVysledku	Grüner, Bohumír Padělková, Zdeňka Švec, Petr Šícha, Václav
http://linked.open...ain/vavai/riv/wos	000304912000009
issn	0300-9246
number of pages	15 (xsd:int)
http://bibframe.org/vocab/doi	10.1039/c2dt30128h
http://localhost/t...ganizacniJednotka	25310
is http://linked.open...avai/riv/vysledek of	Direct and facile synthesis of carbon substituted alkylhydroxy derivatives of cobalt bis(1,2-dicarbollide), versatile building blocks for synthetic purposes

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