Synthesis of |
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Authors: | Jong Fang |
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Institution: | Department of Chemistry, National Taiwan University, Taipei, Taiwan 106, Republic of China. |
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Abstract: | A series of 1,1'-dicinnamoylferrocenes were converted to the corresponding 3]ferrocenophane diols (4a-e) in a stereoselective manner by using samarium diiodide to effect the intramolecular coupling reaction, aldol reaction, and reduction in one-pot operation. The major reaction pathway might be derived from a samarium chelated transition state (I(A)()) having the moieties of s-cis enone and (Z)-enolate. A solid-state structure of such 3]ferrocenophane diol product showed that the cyclopentadienyl groups were in an eclipsed orientation and slightly tilted. |
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