Synthesis and crystal structure of three silver(I) complexes with (S)-(+)-5-oxo-2-tetrahydrofurancarboxylic acid (S-Hothf) and its isomeric forms (R-Hothf and R,S-Hothf) showing wide spectra of effective antibacterial and antifungal activities. Chiral helical polymers in the solid state formed by self-assembly of the dimeric [Ag(othf)](2) cores
K. Nomiya et al., Synthesis and crystal structure of three silver(I) complexes with (S)-(+)-5-oxo-2-tetrahydrofurancarboxylic acid (S-Hothf) and its isomeric forms (R-Hothf and R,S-Hothf) showing wide spectra of effective antibacterial and antifungal activities. Chiral helical polymers in the solid state formed by self-assembly of the dimeric [Ag(othf)](2) cores, J CHEM S DA, 8, 2000, pp. 1343-1348
Citations number
50
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS
Three water-soluble silver(I) complexes, i.e., {[Ag(S-othf)](2)}(n) 1, {[Ag
(R-othf)](2)}(n) 2 and {[Ag-2(R-othf)(S-othf)]}(n) 3 (S- and R-Hothf = (S)-
(+)- and (R)-(-)-5-oxo-2-tetrahydrofurancarboxylic acid, respectively), sho
wing effective antibacterial and antifungal activities, have been synthesiz
ed and their crystal structures determined. Single-crystal X-ray analysis r
evealed that 1 and 2 in the solid state are a left- and a right-handed chir
al helical polymer, respectively, formed by self-assembly of non-centrosymm
etric, bis-carboxylato-bridged bis(carboxylato-O,O')disilver dimers (Ag-Ag
distances 2.822(1) Angstrom for 1 and 2.823(2) Angstrom for 2; O-Ag-O angle
s 164.0(2), 155.2(2)degrees for 1 and 163.8(3), 154.5(3)degrees for 2). The
helicity of 1 and 2 in the solid state is accomplished with a connection o
f one oxo group in one dimeric core to one of the silver(I) centers of the
adjacent dimeric unit and also with simultaneous connection of one of the c
arboxylato oxygens to the silver(I) center of a different dimer. These bond
ing modes are quite different from those of the stair-like polymer 3 formed
by self-assembly of the dimeric core (Ag-Ag 2.781(1) Angstrom; O-Ag-O angl
e 164.8(1)degrees). Crystals of 3 with achiral polymer structure were ident
ical with those of 4 obtained from an aqueous solution containing equal amo
unts of 1 and 2, evidencing the presence of a ligand replacement between 1
and 2 in aqueous solution. The complexes 1-3 have also been characterized b
y elemental analysis, TG/DTA, FT-IR, and H-1 and C-13 NMR spectroscopies. T
he wide spectra of effective antibacterial and antifungal activities observ
ed in 1-3 suggested that the weaker silver(I)-O bonding properties play a k
ey role in the antimicrobial activities.