Synthesis, structure and electrochemical properties of 2,5-bis(alkyl/arylamino)1,4-benzoquinones and 2-arylamino-1,4-naphthoquinones

Synthesis and screening of substituted 1,4‐naphthoquinones (NPQs) as antifilarial agents

“…Aminoquinones are formed by the reaction of different amines with quinones [Acheson and Sansom, 1955;Hakobu et al, 1979;Roushdi et al, 1976]. Similar reactions of 1,4-naphthoquinone with primary amines results in the formation of 2-amino-1,4-naphthoquinones [Bayen et al, 2007]. The synthesis of simple alkylamino derivatives of naphthoquinones and related compounds is of considerable interest, since they exhibit potent antitumor [Konoshima et al, 1989;Lin et al, 1989] and antimalarial [Lin et al, 1991] activities.…”

Straightforward Synthesis of Substituted p‐Quinones: Isolation of a Key Intermediate and Use as a Bridging Ligand in a Diruthenium Complex

“…Even though the crystal structure of 4 has been reported previously, no detailed analysis of the bonding situation, with respect to localization and delocalization of electrons, was presented. [23] A look at the bond lengths within 4 (see Figure S1 in the Supporting Information) shows that there is extensive delocalization within the O1-C1-C2-C3'-N1' and N1-C3-C2'-C1'-O1' sections of the molecule and these are connected by authentic C À C single bonds with C1ÀC3 distances of 1.519(2) (see Table S2 in the Supporting Information). These molecules can thus be considered as two merocyanine units connected by CÀC single bonds as has been observed before.…”

“…[15] In addition, the creation of quinone-based molecular magnets is a lively field of research that has produced many interesting results. [16][17][18][19][20] 2,5-Diamino-1,4-benzoquinone 1 [21] and its substituted derivatives [22,23] have been known for decades. The synthesis of 1 has previously been reported and such syntheses are rarely straightforward one-pot reactions.…”

Recent advances in 1,4-benzoquinone chemistry

“…El-Feraly and co-workers 52 isolated five new alkylated benzoquinones (16)(17)(18)(19)(20) as methyl ether derivatives from a complex mixture of alkylated hydroxy benzoquinones obtained from the fruits of Maesa lanceolata.…”

“…13 Wide applications of quinones can also be found in the field of synthetic organic chemistry. [14][15][16][17][18][19][20] Coordination chemistry of quinones is also quite rich from the perspective of designing magnetic materials 21 and understanding photophysical properties. 22 The studies of quinonoid compounds have focused on a broad spectrum of topics viz occurrence in nature, 2 syntheses, 23 cycloaddition reactions, 24 photochemistry and pulse radiolysis, 1,25,26 computational chemistry, etc.…”