About: Unusual Reactivity of a C,N-Chelated Stannylene with Siloxanes and Silanols     Goto   Sponge   NotDistinct   Permalink

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  • The reactivity of stannylene (L-CN)(2)Sn (1), where L-CN is the 2-(N,N-dimethylaminomethyl)phenyl substituent, toward (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO), silicon grease, and triphenylsilanol was explored. The reaction of 1 with one equivalent of TEMPO and silicon grease yielded cyclo-[(L-CN)(2)SnOSn(L-CN)(2)OSiMe2O] (6a), whereas the addition of two equivalents of TEMPO afforded cyclo-[(L-CN)(L-CN-O)SnOSiMe2OSiMe2O] (6b), in which the amine nitrogen atom of one of the L-CN ligands is oxidized to N-oxide. The reaction of 1 with one equivalent of TEMPO and subsequent addition of triphenylsilanol gave (L-CN)(2)Sn(OSiPh3)(2) (5), which further reacted with air in a chloroform solution to provide [(L-CN)(L-CN=O)Sn(OSiPh3)Cl] (7), containing one of the chelating L-CN ligands in the corresponding N-oxide form. In contrast, the direct reactions of 1 with one or two equivalents of triphenylsilanol gave rise to the adduct [Sn-(OSiPh3)(2)]center dot C6H5CH2NMe2 (8a) and the salt [C6H5CH2N(H)Me-2](+)[Sn(OSiPh3)(3)](-)(8b), respectively. All compounds were characterized by NMR spectroscopy and by X-ray diffraction. Analogous reactions of 1 with activated silica were shown to yield tin-doped silica, which was characterized by powder X-ray diffraction and various spectroscopic and microscopic techniques.
  • The reactivity of stannylene (L-CN)(2)Sn (1), where L-CN is the 2-(N,N-dimethylaminomethyl)phenyl substituent, toward (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO), silicon grease, and triphenylsilanol was explored. The reaction of 1 with one equivalent of TEMPO and silicon grease yielded cyclo-[(L-CN)(2)SnOSn(L-CN)(2)OSiMe2O] (6a), whereas the addition of two equivalents of TEMPO afforded cyclo-[(L-CN)(L-CN-O)SnOSiMe2OSiMe2O] (6b), in which the amine nitrogen atom of one of the L-CN ligands is oxidized to N-oxide. The reaction of 1 with one equivalent of TEMPO and subsequent addition of triphenylsilanol gave (L-CN)(2)Sn(OSiPh3)(2) (5), which further reacted with air in a chloroform solution to provide [(L-CN)(L-CN=O)Sn(OSiPh3)Cl] (7), containing one of the chelating L-CN ligands in the corresponding N-oxide form. In contrast, the direct reactions of 1 with one or two equivalents of triphenylsilanol gave rise to the adduct [Sn-(OSiPh3)(2)]center dot C6H5CH2NMe2 (8a) and the salt [C6H5CH2N(H)Me-2](+)[Sn(OSiPh3)(3)](-)(8b), respectively. All compounds were characterized by NMR spectroscopy and by X-ray diffraction. Analogous reactions of 1 with activated silica were shown to yield tin-doped silica, which was characterized by powder X-ray diffraction and various spectroscopic and microscopic techniques. (en)
Title
  • Unusual Reactivity of a C,N-Chelated Stannylene with Siloxanes and Silanols
  • Unusual Reactivity of a C,N-Chelated Stannylene with Siloxanes and Silanols (en)
skos:prefLabel
  • Unusual Reactivity of a C,N-Chelated Stannylene with Siloxanes and Silanols
  • Unusual Reactivity of a C,N-Chelated Stannylene with Siloxanes and Silanols (en)
skos:notation
  • RIV/00216208:11310/13:10159138!RIV14-GA0-11310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • I, P(GA104/09/0561), P(GPP207/10/P092), S
http://linked.open...iv/cisloPeriodika
  • 8
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
  • 112722
http://linked.open...ai/riv/idVysledku
  • RIV/00216208:11310/13:10159138
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • structure determination; organotin compounds; reactivity; silica; siloxanes; stannylenes (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [40C73C01FC87]
http://linked.open...i/riv/nazevZdroje
  • Organometallics
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
  • 32
http://linked.open...iv/tvurceVysledku
  • Padělková, Zdeňka
  • Růžička, Aleš
  • Sýkora, Jan
  • Švec, Petr
  • Štěpnička, Petr
  • Bakardjieva, Snejana
  • Willem, Rudolph
  • Semler, Miloslav
  • Kampová, Hana
http://linked.open...ain/vavai/riv/wos
  • 000318060400014
issn
  • 0276-7333
number of pages
http://bibframe.org/vocab/doi
  • 10.1021/om400123y
http://localhost/t...ganizacniJednotka
  • 11310
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