Facile access to silyl-functionalized N-heterocyclic olefins with HSiCl3
Ghadwal R, Reichmann SO, Engelhardt F, Andrada DM, Frenking G (2013)
Chemical Communications 49(82): 9440.
Zeitschriftenaufsatz
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Autor*in
Ghadwal, RajendraUniBi 
;
Reichmann, Sven O.;
Engelhardt, Felix;
Andrada, Diego M.;
Frenking, Gernot
;
Reichmann, Sven O.;
Engelhardt, Felix;
Andrada, Diego M.;
Frenking, GernotAbstract / Bemerkung
N-heterocyclic olefins (NHOs), IPrCH2 (1) and SIPrCH2 (2) (IPrCH2 = {N(2,6-iPr2C6H3)CH}2CCH2 and SIPrCH2 = {N(2,6-iPr2C6H3)CH2}2CCH2), react with HSiCl3 and afford IPrCH(SiHCl2) (3) and SIPrCH(SiHCl2) (4), respectively. Compounds 3 and 4 have been isolated in almost quantitative yield. Interestingly, treatment of the silylene IPr·SiCl2 with 1 also affords 3, where silylene insertion into a C–H bond is observed. Computational analysis shows a high energy barrier for silylene insertion, therefore a protonation–deprotonation mechanism is more likely.
Erscheinungsjahr
2013
Zeitschriftentitel
Chemical Communications
Band
49
Ausgabe
82
Art.-Nr.
9440
ISSN
1359-7345
eISSN
1364-548X
Page URI
https://pub.uni-bielefeld.de/record/2951035
Zitieren
Ghadwal R, Reichmann SO, Engelhardt F, Andrada DM, Frenking G. Facile access to silyl-functionalized N-heterocyclic olefins with HSiCl3. Chemical Communications. 2013;49(82): 9440.
Ghadwal, R., Reichmann, S. O., Engelhardt, F., Andrada, D. M., & Frenking, G. (2013). Facile access to silyl-functionalized N-heterocyclic olefins with HSiCl3. Chemical Communications, 49(82), 9440. https://doi.org/10.1039/c3cc45652h
Ghadwal, Rajendra, Reichmann, Sven O., Engelhardt, Felix, Andrada, Diego M., and Frenking, Gernot. 2013. “Facile access to silyl-functionalized N-heterocyclic olefins with HSiCl3”. Chemical Communications 49 (82): 9440.
Ghadwal, R., Reichmann, S. O., Engelhardt, F., Andrada, D. M., and Frenking, G. (2013). Facile access to silyl-functionalized N-heterocyclic olefins with HSiCl3. Chemical Communications 49:9440.
Ghadwal, R., et al., 2013. Facile access to silyl-functionalized N-heterocyclic olefins with HSiCl3. Chemical Communications, 49(82): 9440.
R. Ghadwal, et al., “Facile access to silyl-functionalized N-heterocyclic olefins with HSiCl3”, Chemical Communications, vol. 49, 2013, : 9440.
Ghadwal, R., Reichmann, S.O., Engelhardt, F., Andrada, D.M., Frenking, G.: Facile access to silyl-functionalized N-heterocyclic olefins with HSiCl3. Chemical Communications. 49, : 9440 (2013).
Ghadwal, Rajendra, Reichmann, Sven O., Engelhardt, Felix, Andrada, Diego M., and Frenking, Gernot. “Facile access to silyl-functionalized N-heterocyclic olefins with HSiCl3”. Chemical Communications 49.82 (2013): 9440.
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