Abstract
The reaction of TCNE and TCNQ zwitterionic benzoquinonemonoimine derivatives under basic conditions resulted in HCN elimination to give a tricyanoethenyl derivative - which forms a π-complex with Pd(0)--or a stable malodinitrile salt, respectively. In the latter case, chemoselective C-alkylation was observed whereas oxidation led to dimerization by C-C coupling.
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