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Volumn 34, Issue 12, 2015, Pages 2896-2906

Combinatorial Approach to the Catalytic Hydrosilylation of Styrene Derivatives: Catalyst Systems Composed of Organoiron(0) or (II) Precursors and Isocyanides

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSTS; CHELATION; CYANIDES; HYDROSILYLATION; SILICONES; STYRENE;

EID: 84934972998     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/acs.organomet.5b00201     Document Type: Article
Times cited : (53)

References (61)
  • 43
    • 84934929608 scopus 로고    scopus 로고
    • A homoleptic [Fe(mesityl)2]2 complex also behaved as a catalyst for the hydrosilylation of styrene in the presence of CNAd. In this case, CNAd was possibly inserted between the Fe-C bond of the complex, and the resulting imidoyliron species may have been responsible for the catalysis.(16)
    • A homoleptic [Fe(mesityl)2]2 complex also behaved as a catalyst for the hydrosilylation of styrene in the presence of CNAd. In this case, CNAd was possibly inserted between the Fe-C bond of the complex, and the resulting imidoyliron species may have been responsible for the catalysis.(16)
  • 54
    • 84934976424 scopus 로고    scopus 로고
    • note
    • Use of a bis(imino)pyridine ligand instead of CNAd provided a partial solution to this drawback, giving the hydrosilylated product 1-silyl-octane selectively in 55% isolated yield (60% conversion of 1-octene) during the reaction mediated by (COT)2Fe (3 mol%) and Me2PDI (3 mol%) under the same reaction conditions. The low conversion of alkenes in these reactions may be attributed to the insufficient generation of the active (Me2PDI)Fe species as a result of the relatively strong coordination of the COT ligand to the iron center. However, a prolonged reaction time (23 h) at 80 °C gave the desired product in 88% isolated yield with full conversion of the 1-octene. Another deficit associated with the disclosed catalysis system arises from the fact that only dehydrogenative silylation took place in the reaction of styrene with sterically hindered hydrosilanes such as MD'M. This could be mitigated by using Me2PDI as the ligand, and selective hydrosilylation of styrene with MD'M was achieved following a reaction at 80 °C over 23 h in the presence of (COT)2Fe (3 mol%) and Me2PDI (3 mol%) to afford the desired product in 92% isolated yield. The combination of (MPDE)2Fe (3 mol%) with Me2PDI (3 mol%) also gave satisfactory results; hydrosilylation of 1-octene with PMDS or styrene with MD'M at 80 °C for 23 h afforded the expected hydrosilylated product selectively in quantitative yield.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.