Substituted heterocyclic naphthalene diimides with unexpected acidity. Synthesis, properties, and reactivity.


Naphthalene bisimides (NDIs) with a heterocyclic 1,4-dihydro-2,3-pyrazinedione moiety have been synthesized from both 2,6-dibromonaphthalene and 2,3,6,7-tetrabromonaphthalene bisanhydrides by means of a stepwise protocol including imidization, nucleophilic displacement of the bromine atoms by ethane-1,2-diamine, in situ reductive dehalogenation, and further… (More)
DOI: 10.1021/jo9017342


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