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The scalable pinacol coupling reaction utilizing the inorganic electride [Ca2N](+)·e(-) as an electron donor.

Chemical communications (Cambridge, England) (2014-04-02)
Ye Ji Kim, Sun Min Kim, Hideo Hosono, Jung Woon Yang, Sung Wng Kim
RÉSUMÉ

The scalable pinacol coupling reaction is realized utilizing the inorganic electride [Ca2N](+)·e(-) as an electron donor in organic solvents. The bond cleavages of the [Ca2N](+) layers by methanol play a vital role in transferring anionic electrons to electrophilic aldehydes, accompanying the formation of Ca(OMe)2 and ammonia.

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Sigma-Aldrich
Pinacol, 98%