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Volumn 3, Issue 8-9, 2008, Pages 1585-1591

Rhodium-catalyzed silylation of aromatic carbon-hydrogen bonds in 2-arylpyridines with disilane

Author keywords

C H activation; Disilanes; Homogeneous catalysis; Regioselectivity; Silylation

Indexed keywords


EID: 54849406575     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.200800090     Document Type: Article
Times cited : (60)

References (35)
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    • Ed, N. Chatani, Springer, Berlin
    • f) Topics in Organometallic Chemistry, Vol. 24 (Ed.: N. Chatani), Springer, Berlin, 2007.
    • (2007) Topics in Organometallic Chemistry , vol.24
  • 8
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    • The introduction of main-group elements into π-conjugated molecules has become a promising design strategy for organic optoelectronic materials; see: M. Elbing, G. C. Bazan, Angew. Chem. 2008, 120, 846;
    • The introduction of main-group elements into π-conjugated molecules has become a promising design strategy for organic optoelectronic materials; see: M. Elbing, G. C. Bazan, Angew. Chem. 2008, 120, 846;
  • 27
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    • A similar trend in selectivity toward mono/difunctionalization was observed; see: Y. Ie, N. Chatani, T. Ogo, D. R. Marshall, T. Fukuyama, F. Kakiuchi, S. Murai, J. Org. Chem. 2000, 65, 1475.
    • A similar trend in selectivity toward mono/difunctionalization was observed; see: Y. Ie, N. Chatani, T. Ogo, D. R. Marshall, T. Fukuyama, F. Kakiuchi, S. Murai, J. Org. Chem. 2000, 65, 1475.
  • 28
    • 0042728760 scopus 로고    scopus 로고
    • A. D. Ryabov, Chem. Rev. 1990, 90, 403; see also Ref. [1d].
    • A. D. Ryabov, Chem. Rev. 1990, 90, 403; see also Ref. [1d].
  • 29
    • 54849409382 scopus 로고    scopus 로고
    • 3SiH was subjected to the catalytic conditions, the corresponding silylated product was obtained in only 10% yield.
    • 3SiH was subjected to the catalytic conditions, the corresponding silylated product was obtained in only 10% yield.
  • 30
    • 54849442039 scopus 로고    scopus 로고
    • Competition experiments would give us more insight into the mechanism for the C-H bond cleavage. Indeed, we examined an intramolecular competition experiment by using 2-(2-deuteriophenyl)pyridine. However, the kinetic isotope effect of the reaction cannot be determined accurately owing to H/D scrambling between the starting material and the co-produced hydrosilane.
    • Competition experiments would give us more insight into the mechanism for the C-H bond cleavage. Indeed, we examined an intramolecular competition experiment by using 2-(2-deuteriophenyl)pyridine. However, the kinetic isotope effect of the reaction cannot be determined accurately owing to H/D scrambling between the starting material and the co-produced hydrosilane.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.