Synthesis of Cp-Re complexes via olefinic C-H activation and successive formation of cyclopentadienes

Journal of the American Chemical Society

Volumn 130, Issue 43, 2008, Pages 14062-14063

  Kuninobu, Yoichiro ^a   Nishina, Yuta ^a   Matsuki, Takashi ^a   Takai, Kazuhiko ^a  

^a OKAYAMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; CYCLOPENTADIENE DERIVATIVE; RHENIUM;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL INTERACTION; CHEMICAL REACTION; COMPLEX FORMATION; SYNTHESIS;

ALKENES; CYCLOPENTANES; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; RHENIUM; STEREOISOMERISM;

EID: 54949098548     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja805921f     Document Type: Article

References (30)

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24. The Cp-Re complex 5a did not work as a catalyst for olefinic C-H bond activation. This result shows that cyclopentadiene derivative 4 was formed by rhenium catalyst 3b in the first step.
25. 10. It is still unclear why the insertion occurred in the opposite direction in the case of the α,β-unsaturated ketone.
26. Rhenium-catalyzed C-H bond activation occurs only at the ortho-position of α,β-unsaturated ketimines. This is in sharp contrast to C-H bond activation with rhodium or ruthenium catalysts, where carbonyl oxygen atoms can also act as directing groups. This feature of the rhenium-catalyzed C-H activation enables α,β-unsaturated ketimines and carbonyl compounds to serve different roles. (11) The insertion step did not occur with either α- or β-substituted acrylates (see ref 7c).
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