About: The Zwitterion [8,8-μ-CH2O(CH3)-(1,2-C2B9H10)2-3,3-Co]0 as a Versatile Building Block To Introduce Cobalt Bis(Dicarbollide) Ion into Organic Molecules

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About: The Zwitterion [8,8-μ-CH2O(CH3)-(1,2-C2B9H10)2-3,3-Co]0 as a Versatile Building Block To Introduce Cobalt Bis(Dicarbollide) Ion into Organic Molecules Goto Sponge Distinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	The synthesis of a new bridged [8,8-μ-CH2O(CH3)-(1,2-C2B9H10)2-3,3-Co]0 derivative (2), arising from the acid-catalyzed reaction of cobalt bis(1,2-dicarbollide)(1) ion with formaldehyde, is reported. The proposed reaction path is supported by the isolation of side products including two zwitterionic compounds, the known bridged [8,8-μ-(CH3O)-(1,2-C2B9H10)2-3,3-Co]0 derivative (3), the new zwitterion [(8-(CH3)2O-1,2-C2B9H10)-(1,2-C2B9H11)-3,3-Co]0 (4), and two anionic compounds—the known [(8,8-Cl2-1,2-C2B9H10)2-3,3-Co] and the newly characterized dimethoxy derivative [(8,8-(CH3O)2-1,2-C2B9H10)2-3,3-Co] of the cobalt bis(dicarbollide) ion. Compound 2 serves as a versatile building block for the construction of zwitterionic derivatives, as exemplified by the synthesis of a series of compounds of general formulation [(8-X-CH2-1,2-C2B9H10)(8-CH3O-1,2-C2B9H10)-3,3-Co]0 (6). Compounds of type 6 bear organic end groups (X = NC5H5 (6a), C6H13NH2 (6b), 2-HOC2H4NH2 (6c), (C6H5)3P (6d)) adjacent to the cluster via a methylene spacer. The reactions with alcoholates or phenolates, demonstrated by the isolation of a derivative with X = 1-O(4-t-Bu-C6H4) (7–) in low yield, seem less advantageous due to the competing demethylation of the oxonium bridge in 2, which results in the preferential formation of the anion [8,8-μ-CH3O-(1,2-C2B9H10)2-3,3-Co] (8–). A similar side reaction was found to occur in the synthesis of a tetrasubstituted tert-butyl-calix[4]arene (9–), where one calixarene OH site was methylated producing the metallacarborane ion 8– instead of the bridge opening. The molecular structures of 6a,c–e, 8–, and 9– were determined by single-crystal X-ray diffraction analyses, and all compounds were characterized by high-resolution NMR (1H, 13C, and 11B) and mass spectrometry. The synthesis of a new bridged [8,8-μ-CH2O(CH3)-(1,2-C2B9H10)2-3,3-Co]0 derivative (2), arising from the acid-catalyzed reaction of cobalt bis(1,2-dicarbollide)(1) ion with formaldehyde, is reported. The proposed reaction path is supported by the isolation of side products including two zwitterionic compounds, the known bridged [8,8-μ-(CH3O)-(1,2-C2B9H10)2-3,3-Co]0 derivative (3), the new zwitterion [(8-(CH3)2O-1,2-C2B9H10)-(1,2-C2B9H11)-3,3-Co]0 (4), and two anionic compounds—the known [(8,8-Cl2-1,2-C2B9H10)2-3,3-Co] and the newly characterized dimethoxy derivative [(8,8-(CH3O)2-1,2-C2B9H10)2-3,3-Co] of the cobalt bis(dicarbollide) ion. Compound 2 serves as a versatile building block for the construction of zwitterionic derivatives, as exemplified by the synthesis of a series of compounds of general formulation [(8-X-CH2-1,2-C2B9H10)(8-CH3O-1,2-C2B9H10)-3,3-Co]0 (6). Compounds of type 6 bear organic end groups (X = NC5H5 (6a), C6H13NH2 (6b), 2-HOC2H4NH2 (6c), (C6H5)3P (6d)) adjacent to the cluster via a methylene spacer. The reactions with alcoholates or phenolates, demonstrated by the isolation of a derivative with X = 1-O(4-t-Bu-C6H4) (7–) in low yield, seem less advantageous due to the competing demethylation of the oxonium bridge in 2, which results in the preferential formation of the anion [8,8-μ-CH3O-(1,2-C2B9H10)2-3,3-Co] (8–). A similar side reaction was found to occur in the synthesis of a tetrasubstituted tert-butyl-calix[4]arene (9–), where one calixarene OH site was methylated producing the metallacarborane ion 8– instead of the bridge opening. The molecular structures of 6a,c–e, 8–, and 9– were determined by single-crystal X-ray diffraction analyses, and all compounds were characterized by high-resolution NMR (1H, 13C, and 11B) and mass spectrometry. (en)
Title	The Zwitterion [8,8-μ-CH2O(CH3)-(1,2-C2B9H10)2-3,3-Co]0 as a Versatile Building Block To Introduce Cobalt Bis(Dicarbollide) Ion into Organic Molecules The Zwitterion [8,8-μ-CH2O(CH3)-(1,2-C2B9H10)2-3,3-Co]0 as a Versatile Building Block To Introduce Cobalt Bis(Dicarbollide) Ion into Organic Molecules (en)
skos:prefLabel	The Zwitterion [8,8-μ-CH2O(CH3)-(1,2-C2B9H10)2-3,3-Co]0 as a Versatile Building Block To Introduce Cobalt Bis(Dicarbollide) Ion into Organic Molecules The Zwitterion [8,8-μ-CH2O(CH3)-(1,2-C2B9H10)2-3,3-Co]0 as a Versatile Building Block To Introduce Cobalt Bis(Dicarbollide) Ion into Organic Molecules (en)
skos:notation	RIV/61388980:_____/12:00376238!RIV13-AV0-61388980
http://linked.open...avai/predkladatel	Ústav anorganické chemie AV ČR, v.v.i.
http://linked.open...avai/riv/aktivita	I P Z
http://linked.open...avai/riv/aktivity	I, P(IAAX00320901), P(LC523), Z(AV0Z40320502), Z(MSM0021620857)
http://linked.open...iv/cisloPeriodika	5
http://linked.open...vai/riv/dodaniDat	2013
http://linked.open...aciTvurceVysledku	Grüner, Bohumír Plešek, Jaromír Šícha, Václav
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	Ústav anorganické chemie AV ČR, v. v. i.
http://linked.open...dnocenehoVysledku	183140
http://linked.open...ai/riv/idVysledku	RIV/61388980:_____/12:00376238
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	boranes; carboranes; dicarbollides; X-ray diffraction; NMR (en)
http://linked.open.../riv/klicoveSlovo	boranes NMR X-ray diffraction dicarbollides carboranes
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[85A534DA0668]
http://linked.open...i/riv/nazevZdroje	Organometallics
http://linked.open...in/vavai/riv/obor	CA
http://linked.open...ichTvurcuVysledku	3 (xsd:int)
http://linked.open...cetTvurcuVysledku	5 (xsd:int)
http://linked.open...vavai/riv/projekt	Perspective inorganic materials Functionalized boron clusters as viral enzyme inhihitors
http://linked.open...UplatneniVysledku	2012
http://linked.open...v/svazekPeriodika	31
http://linked.open...iv/tvurceVysledku	Císařová, I. Grüner, Bohumír Plešek, Jaromír Šícha, Václav Böhmer, V.
http://linked.open...ain/vavai/riv/wos	000301331200017
http://linked.open...n/vavai/riv/zamer	Design, syntéza a charakterizace klastrů, kompozitů, komplexů a dalších sloučenin na bázi anorganických látek; mechanismy a kinetika jejich interakcí Nové molekulární systémy pro pokročilé aplikace prospěšné pro zdraví a šetrné k životnímu prostředí
issn	0276-7333
number of pages	13 (xsd:int)
http://bibframe.org/vocab/doi	10.1021/om200938n
is http://linked.open...avai/riv/vysledek of	The Zwitterion [8,8-μ-CH2O(CH3)-(1,2-C2B9H10)2-3,3-Co]0 as a Versatile Building Block To Introduce Cobalt Bis(Dicarbollide) Ion into Organic Molecules

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