Bromine substituted aminonaphthoquinones: synthesis, characterization, DFT and metal ion binding studies

Abstract

Bromine substituted aminonaphthoquinones – chemosensors for metal ions.

Synthesis, Electrochemistry, DFT Calculations, Antimicrobial Properties and X‐ray Crystal Structures of Some NH‐ and/or S‐ Substituted‐1,4‐quinones

“…As can be seen from Figure , the HOMOs of 3 b and 3 c are located over both moieties, mostly on the ‐NHR, Br groups and a lesser extent on the quinonoid skeleton ,. Any contribution of the quinonoid and Br fragments to the HOMO of 3 a was not observed in comparison with 3 b and 3 c .…”

“…Both 3 c and 7 f crystallizes in a monoclinic space group P1 21/c1 which is typical for most of the quinone derivatives ,. Both crystals are strongly stabilized by π–π stacking interactions which can be easily realized from the packing motif figures and which is very common among 1,4‐naphthoquinone derivatives ,. Carbonyl bond distances of C1‐O1 of 1.214(8) Å and C8‐O2 of 1.225(6) Å in 3 c and C3‐O1 of 1.218(4)Å and C4‐O2 1.213(4)Å in 7 f are all in agreement with the naphthoquinone crystal structures found in the literature which are in their oxidized form ,,.…”

“…Both 3 c and 7 f crystallizes in a monoclinic space group P1 21/c1 which is typical for most of the quinone derivatives ,. Both crystals are strongly stabilized by π–π stacking interactions which can be easily realized from the packing motif figures and which is very common among 1,4‐naphthoquinone derivatives ,.…”

Naphthoquinone based chemosensors for transition metal ions: experiment and theory

“…The tetrahedral 1 : 1 complex Cu 2+ and 1 : 2 octahedral complex of Ni 2+ was proposed for such type of ligands. 40,41 Association constant of Cu 2+ ion was determined using the Stern-Volmer plots from uorescence experiments (Fig. S13 (for H-1) and Fig.…”

Reactions of 2,3-Dibromonaphthalene-1,4-Dione and Pyridyl Amines: X-ray Structures, DFT Investigations, and Selective Detection of the Hg2+ and Ni2+ Ions

“…[62] In the present work, we investigate products resulting from the reactions of 2,3-dibromonaphthalene-1,4-dione and naphthalene-1,4-dione with pyridyl amines. The expected product in the reaction of 2,3-dibromonaphthalene-1,4-dione with (pyridine-2-yl)methanamine is 2-((pyridine-2-yl) methylamino)-3-bromonaphthalene-1,4-dione designated as 2MPA, [63] however, the reaction concomitantly leads to the formation of product 2-amino-3-bromonaphthalene-1,4-dione (A). It was further observed that the reaction of 2,3-dibromonaphthalene-1,4-dione with (pyridine-4-yl) methanamine yield the 2-aminonaphthalene-1,4-dione (B(1)).…”