About: Tetrylenes Chelated by Hybrid Amido-Amino Ligand: Derivatives of 2-[(N,N-Dimethylamino)methyl]aniline     Goto   Sponge   NotDistinct   Permalink

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  • Reaction of 2-[(dimethylamino)methyl]aniline with butyllithium, followed by conversion with triinethylsilyl, triphenylsilyl, triphenylgermyl, trimethylstannyl, or tri-n-butyl-stannyl chloride, gives the corresponding substituted aniline. These compounds were further deprotonated by butyllithium and reacted with germanium, tin, and lead dichlorides, respectively, in both stoichiometric ratios 2:1 and 1:1, providing the target homo- ([2-(Me(2)NCH(2))C(6)H(4)(YR(3))N](2)M) and heteroleptic ([2-(Me(2)NCH(2))C(6)H(4) (YR(3))N]MCl) germylenes and stannylenes, where M = Ge, Sn, Y = Si, Ge, and R = Me, Ph. Unlike all of these cases, the heteroleptic plumbylene can only be obtained with this reaction when the amide is substituted by a trimethylsilyl moiety. Anilines substituted by trimethyltin or tri-n-butyltin moieties gave transmetalation products after the second deprotonation by butyllithium. The trimethyltin-substituted stannylenes could likewise not be obtained by hexamethyldisilazane elimination of (trimethylstannyl)-2-[(dimethylamino)methyl]aniline with 0.5 mol equiv of either bis[bis(trimethylsilyl)amido]tin or bis[bis(trimethylsilyl)amido]tin chloride}. Products of these reactions are heterocubanes with compositions {[2-(Me(2)NCH(2))C(6)H(4)N]Sn}(4) and [2-(Me(2)NCH(2))C(6)H(4)N](2)-(mu(2)-SnMe(2))(2), respectively, and Me(4)Sn or Me(3)SnCl. The structures of trimethylsilyl- and triphenylgermyl-substituted germylenes, stannylenes, and plumbylenes, as well as a number of their precursors, in the crystalline state, were investigated by X-ray diffraction and NMR spectroscopy in solution. Density functional theory methods were used for evaluation of the structures of several compounds.
  • Reaction of 2-[(dimethylamino)methyl]aniline with butyllithium, followed by conversion with triinethylsilyl, triphenylsilyl, triphenylgermyl, trimethylstannyl, or tri-n-butyl-stannyl chloride, gives the corresponding substituted aniline. These compounds were further deprotonated by butyllithium and reacted with germanium, tin, and lead dichlorides, respectively, in both stoichiometric ratios 2:1 and 1:1, providing the target homo- ([2-(Me(2)NCH(2))C(6)H(4)(YR(3))N](2)M) and heteroleptic ([2-(Me(2)NCH(2))C(6)H(4) (YR(3))N]MCl) germylenes and stannylenes, where M = Ge, Sn, Y = Si, Ge, and R = Me, Ph. Unlike all of these cases, the heteroleptic plumbylene can only be obtained with this reaction when the amide is substituted by a trimethylsilyl moiety. Anilines substituted by trimethyltin or tri-n-butyltin moieties gave transmetalation products after the second deprotonation by butyllithium. The trimethyltin-substituted stannylenes could likewise not be obtained by hexamethyldisilazane elimination of (trimethylstannyl)-2-[(dimethylamino)methyl]aniline with 0.5 mol equiv of either bis[bis(trimethylsilyl)amido]tin or bis[bis(trimethylsilyl)amido]tin chloride}. Products of these reactions are heterocubanes with compositions {[2-(Me(2)NCH(2))C(6)H(4)N]Sn}(4) and [2-(Me(2)NCH(2))C(6)H(4)N](2)-(mu(2)-SnMe(2))(2), respectively, and Me(4)Sn or Me(3)SnCl. The structures of trimethylsilyl- and triphenylgermyl-substituted germylenes, stannylenes, and plumbylenes, as well as a number of their precursors, in the crystalline state, were investigated by X-ray diffraction and NMR spectroscopy in solution. Density functional theory methods were used for evaluation of the structures of several compounds. (en)
Title
  • Tetrylenes Chelated by Hybrid Amido-Amino Ligand: Derivatives of 2-[(N,N-Dimethylamino)methyl]aniline
  • Tetrylenes Chelated by Hybrid Amido-Amino Ligand: Derivatives of 2-[(N,N-Dimethylamino)methyl]aniline (en)
skos:prefLabel
  • Tetrylenes Chelated by Hybrid Amido-Amino Ligand: Derivatives of 2-[(N,N-Dimethylamino)methyl]aniline
  • Tetrylenes Chelated by Hybrid Amido-Amino Ligand: Derivatives of 2-[(N,N-Dimethylamino)methyl]aniline (en)
skos:notation
  • RIV/00216275:25310/11:39892393!RIV12-GA0-25310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(GPP207/10/P092), S
http://linked.open...iv/cisloPeriodika
  • 19
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
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  • 235020
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  • RIV/00216275:25310/11:39892393
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • TIN(II) COMPLEXES; ELECTRONIC-STRUCTURE; COORDINATION CHEMISTRY; STRUCTURAL-CHARACTERIZATION; MOLECULAR CALCULATIONS; MAIN-GROUP ELEMENTS; DENSITY-FUNCTIONAL THEORY; N-HETEROCYCLIC GERMYLENES (en)
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  • US - Spojené státy americké
http://linked.open...ontrolniKodProRIV
  • [0C5E81804AFD]
http://linked.open...i/riv/nazevZdroje
  • Inorganic Chemistry
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http://linked.open...ichTvurcuVysledku
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http://linked.open...v/svazekPeriodika
  • 50
http://linked.open...iv/tvurceVysledku
  • Padělková, Zdeňka
  • Růžička, Aleš
  • Turek, Jan
  • Olejník, Roman
  • Vaňkátová, Hana
  • Broeckaert, Lies
  • De Proft, Frank
http://linked.open...ain/vavai/riv/wos
  • 000295115000033
issn
  • 0020-1669
number of pages
http://bibframe.org/vocab/doi
  • 10.1021/ic2011056
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  • 25310
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