Hydrodimerization

Hydrodimerization is an organic reaction that couples two alkenes to give a symmetrical hydrocarbon. The reaction often implemented electrochemically, in which case the reaction is called electrodimerization. Hydrodimerization is the basis of the Monsanto adiponitrile synthesis:[1]

2 CH2=CHCN + 2 e + 2 H+ → NCCH2CH2CH2CH2CN

The reaction applies to a number electrophilic alkenes (Michael acceptors).[2][3] In addition to electrochemistry, the reaction can be induced with samarium diiodide, a one-electron reductant. 


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 Metasyntactic variable, which is released under the 
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