C-substituted zwitterionic 6π+6π benzoquinonemonoimines are obtained by a CC bond formation reaction. A selective, formal insertion of tetracyanoethylene (TCNE) or 7,7′,8,8′-tetracyanoquinodimethane (TCNQ) into a CH bond of a quinonoid ring provides a new, general synthetic method in quinonoid chemistry.
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Braunstein et al. (2006) studied this question.
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