Reduction of 2,4,6-tricyano-1,3,5-triazine (1) and 1,3,5-tricyanobenzene (2) leads to dianionic dimers with long, ∼1.57 Å, central C–C bonds. In contrast to 1, which dimerizes at the nitrile substituted carbon, 2 has a different motif as it dimerizes at the hydrogen substituted carbon.
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Sesto et al. (2001) studied this question.
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