Cross-metathesis of divinylsubstituted silanes and disiloxanes in the presence of Grubbs catalysts

Journal of Organometallic Chemistry

Volumn 691, Issue 24-25, 2006, Pages 5476-5481

  Pietraszuk, Cezary ^a   Rogalski, Szymon ^a   Majchrzak, Mariusz ^a   Marciniec, Bogdan ^a  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

Author keywords

Alkylidene complexes; Cross metathesis; Divinyldisiloxanes; Divinylsilanes; Grubbs catalyst

Indexed keywords

CATALYSTS; COPOLYMERIZATION; DERIVATIVES; OLEFINS; REACTION KINETICS; SYNTHESIS (CHEMICAL);

ALKYLIDENE COMPLEXES; CROSS-METATHESIS; DIVINYLDISILOXANES; DIVINYLSILANES; GRUBBS CATALYSTS;

SILANES;

EID: 33751252256     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2006.08.006     Document Type: Article

References (24)

1. In: Grubbs R.H. (Ed). Handbook of Metathesis (2003), Wiley-VCH, Weinheim
2. Marciniec B., and Pietraszuk C. Methathesis of Silicon Containing Olefins. In: Grubbs R.H. (Ed). Handbook of Metathesis (2003), Wiley-VCH, Weinheim (chapter 2.13)
3. Marciniec B., and Pietraszuk C. Curr. Org. Chem. 7 (2003) 691
4. Chan T.H., and Fleming I. Synthesis (1979) 761
5. Weber W.P. Silicon Reagents for Organic Synthesis (1983), Springer, Berlin (chapter 7)
6. Colvin E.W. Silicon Reagents in Organic Synthesis (1988), Academic Press, London (chapter 3)
7. Luh T.-Y., and Liu S.-T. In: Rappoport Z., and Apeloig Y. (Eds). The Chemistry of Organosilicon Compounds (1998), Wiley, Chichester (chapter 30)
8. For recent reviews on the use of silyl olefins in cross-coupling reactions, see. Denmark S.E., and Sweis R.F. Organosilicon Compounds. In: de Meijere A., and Diederich F. (Eds). Metal-Catalyzed Cross-Coupling Reactions. second ed. (2004), Wiley-VCH, Weinheim (chapter 4)
9. Denmark S.E., and Ober M.H. Aldrichim. Acta 36 (2003) 75
10. Pietraszuk C., Marciniec B., and Fischer H. Organometallics 19 (2000) 913
11. Pietraszuk C., Fischer H., Kujawa M., and Marciniec B. Tetrahedron Lett. 42 (2001) 1175
12. Kujawa-Welten M., Pietraszuk C., and Marciniec B. Organometallics 21 (2002) 840
13. Kujawa-Welten M., and Marciniec B. J. Mol. Catal., A: Chem. 190 (2002) 79
14. Pietraszuk C., Marciniec B., and Fischer H. Tetrahedron Lett. 44 (2003) 7121
15. Itami Y., Marciniec B., and Kubicki M. Chem. Eur. J. 10 (2004) 39
16. Pietraszuk C., Fischer H., Rogalski S., and Marciniec B. J. Organomet. Chem. 690 (2005) 5912
17. Wagener K.B., and Smith Jr. D.W. Macromolecules 24 (1991) 6073
18. Pietraszuk C., Marciniec B., and Jankowska M. Adv. Synth. Catal. 344 (2002) 789
19. Małlecka E., Marciniec B., Pietraszuk, Church A.C., and Wagener K. J. Mol. Catal., A: Chem. 190 (2002) 27
20. Marciniec B., and Majchrzak M. J. Organomet. Chem. 686 (2003) 228
21. Pietraszuk C., Marciniec B., Rogalski S., and Fischer H. J. Mol. Catal., A: Chem. 240 (2005) 67
22. Instability of I in the presence of chlorosubstituted vinylsilanes was reported to result from its sensitivity to HCl produced via hydrolysis of chlorosilanes by traces of water present in the system. See also Refs. [6,8].
23. For more examples illustrating the effect of electron-withdrawing group at silicon on metathesis activity of vinylsilanes, see Refs. [6,8].
24. Schwab P., Grubbs R.H., and Ziller J.W. J. Am. Chem. Soc. 118 (1996) 100