Tetracarboxy-Functionalized [8]-, [10]-, [12]-, and [14]Phenacenes - Archive ouverte HAL
Article Dans Une Revue European Journal of Organic Chemistry Année : 2017

Tetracarboxy-Functionalized [8]-, [10]-, [12]-, and [14]Phenacenes

Résumé

Mono- and diglyoxylation of chrysene and naphthalene leads to Perkin reactants that yield bismaleates, which efficiently photocyclize to elongated phenacenetetracarboxylic esters. Their band gaps remain significantly larger than the value postulated for polyphenacene. The reaction with α-branched amines gives the corresponding imides, which are significantly stronger electron acceptors than the esters. The obtained [12]- and [14]phenacenes are the longest [n]phenacenes that have been synthesized to date.
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Dates et versions

hal-01583977 , version 1 (05-10-2017)

Identifiants

Citer

Thamires S. Moreira, Marli Ferreira, Alice Dall'Armellina, Rodrigo Cristiano, Hugo Gallardo, et al.. Tetracarboxy-Functionalized [8]-, [10]-, [12]-, and [14]Phenacenes. European Journal of Organic Chemistry, 2017, 30 (12), pp. 4548-4551. ⟨10.1002/ejoc.201700893⟩. ⟨hal-01583977⟩

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