Ag(i) bipyridyl coordination polymers containing functional anions

Abstract

Traditional polymeric silver–bipyridyl complexes with the non-traditional twist of anions from functional organic molecules; diclofenac, salicylic acid and azo dyes.

Monosulfonated Azo Dyes: A Crystallographic Study of the Molecular Structures of the Free Acid, Anionic and Dianionic Forms

“…Of the free acid species, eight are of special interest, as the structures of their deprotonated, Na salt forms are available for comparison. For this purpose, the structures of Na4 and Na15 are presented here and the other 6 Na salt structures are available from the literature [5,6,17,27]. Finally, three structures containing doubly deprotonated azo species are also presented.…”

“…The outstanding unusual feature of this structure's coordination are the K-N interactions and the π-geometry contacts between K centres and aromatic rings. No M-N(azo) contacts have been observed for any of the reported simple salt forms of s-block metal complexes of sulfonated azo dyes [5,6]; although the structure of Ag1 does have a Ag(I) to azo contact [27]. Neither in the salt structures do the metal centres normally form short π-geometry interactions with aryl rings [5,6]; for sulfonated azos, such interactions have only been seen for Cs and Ag(I) [5,9].…”

Disulfonated azo dyes: metal coordination and ion-pair separation in twelve M II compounds of Ponceau Xylidine and Crystal Scarlet

“…However, there are exceptions. Ag I does form coordination bonds with sulfonated azo dyes (Dodds et al, 2017;Kennedy et al, 2006) and first-row transition-metal cations are known to bond to sulfonated azo dye species, especially when the dye molecule has other potential metal-binding groups available to support the M-to-sulfonate contacts (Chen et al, 2013;Mahmudov et al, 2015;Lü et al, 2009). Crystallization of PX in the presence of Co II , Ni II , Cu II and Zn II gave a series of SSIP structures, i.e.…”

Microwave-assisted rapid and sustainable synthesis of unsymmetrical azo dyes by coupling of nitroarenes with aniline derivatives

“…160–162°C; 1 H NMR (500 MHz, DMSO-d 6 ): δ 9.34 (s, 1H), 8.96 (d, J = 2.8 Hz, 1H), 8.20 (dd, J = 9.3, 3.0 Hz, 1H), 7.41 (d, J = 8.7 Hz, 1H), 6.77 (d, J = 8.8 Hz, 2H), 6.74 (d, J = 9.2 Hz, 1H); 13 C NMR (125 MHz, DMSO-d 6 ): δ 159.9, 154.5, 146.9, 135.7, 132.8, 131.0, 128.4, 123.4, 115.9; Elemental analysis calcd (%) for C 11 H 9 N 3 O 2 : C, 61.39; H, 4.22; N, 19.53; found: C 61.44, H, 4.31, N 19.59. ( E )-3-((4-Hydroxyphenyl)diazenyl)benzenesulfonic acid, 3u: ( Dodds et al., 2017 ), red solid, 95%, m.p. >260°C (charred); 1 H NMR (400 MHz, DMSO-d 6 ): δ 10.36 (s, 1H), 7.72–7.64 (m, 2H), 7.48–7.50 (m, 2H), 7.44–7.37 (m, 4H); 13 C NMR (100 MHz, DMSO-d 6 ): δ 167.4, 149.9, 147.7, 132.4, 132.0, 130.2, 129.11, 128.5, 123.7, 120.6; Elemental analysis calcd (%) for C 12 H 10 N 2 O 4 S: C, 51.79; H, 3.62; N, 10.07; found: C 52.01, H 3.70, N 10.22.…”

“…( E )-3-((4-Hydroxyphenyl)diazenyl)benzenesulfonic acid, 3u: ( Dodds et al., 2017 ), red solid, 95%, m.p. >260°C (charred); 1 H NMR (400 MHz, DMSO-d 6 ): δ 10.36 (s, 1H), 7.72–7.64 (m, 2H), 7.48–7.50 (m, 2H), 7.44–7.37 (m, 4H); 13 C NMR (100 MHz, DMSO-d 6 ): δ 167.4, 149.9, 147.7, 132.4, 132.0, 130.2, 129.11, 128.5, 123.7, 120.6; Elemental analysis calcd (%) for C 12 H 10 N 2 O 4 S: C, 51.79; H, 3.62; N, 10.07; found: C 52.01, H 3.70, N 10.22.…”