Hydrodimerization

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Hydrodimerization is an organic reaction that couples two alkenes to give a symmetrical hydrocarbon. The reaction is often implemented electrochemically; in that case the reaction is called electrodimerization. The reaction can also be induced with samarium diiodide, a one-electron reductant.

Hydrodimerization is the basis of the Monsanto adiponitrile synthesis:[1]

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

The reaction applies to a number electrophilic alkenes (Michael acceptors).[2][3]

References

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