Diverse manganese(ii) coordination polymers derived from achiral/chiral imidazolium-carboxylate zwitterions and azide: structure and magnetic properties

Abstract

Five Mn(II) coordination polymers containing azide and carboxylate as simultaneous bridges have been derived from different imidazolium-carboxylate zwitterionic ligands: 1-methyl-3-(carboxylatomethyl)imidazolium (L(1)), 1,3-bis(carboxylatomethyl)imidazolium (L(2)), (S,S)-, (R,R)-, and (R,S)-1,3-bis(1-carboxylatoethyl)imidazolium (S,S-L(3), R,R-L(3) and R,S-L(3)). The compounds are formulated as [Mn(L(1))(N3)2] (1), [Mn(L(2))(N3)] (2), [Mn(R,R-L(3))(N3)]·0.5CH3OH (3-R), [Mn(S,S-L(3))(N3)]·0.5CH3OH (3-S), [Mn(R,S-L(3))(N3)] (4). In compound 1, the neutral monocarboxylate zwitterion ligand (L(1)) leads to uniform chains with bis(azide)(carboxylate) bridges. For compounds 2-4, the anionic dicarboxylate zwitterions L(2) and L(3) lead to (azide)bis(carboxylate) bridges, but the overall coordination networks are different. In 2 and 3-S (or 3-R), chains with the (azide)bis(carboxylate) bridges are connected by L(2) and S,S-L(3) (or R,R-L(3)), respectively, to give achiral and chiral 2D coordination networks with different connecting topologies. In compounds 4, which is derived from the mesomeric ligand R,S-L(3), linear trinuclear units with the (azide)bis(carboxylate) bridges are linked by μ-1,3 azides to give 2D layers, and the layers are pillared into a 3D framework by the 1,3-dimethyleneimidazolium tethers. Magnetic analyses suggested that compounds 1-3 behave as 1D antiferromagnetic systems, while 4 shows canted antiferromagnetism with weak ferromagnetic ordering below T(C) = 12.4 K.

Homochiral imidazolium-based dicarboxylate silver(i) compounds: synthesis, characterisation and antimicrobial properties

“…[1][2][3] They are synthesised easily from amino acids and are convenient starting precursors for the preparation of enantiopure substrates, such as ionic liquids 4 and N-heterocyclic carbene (NHC) ligands. [5][6][7][8] Additionally, they have been used as useful bridging ligands, acting as linkers, in the construction of homochiral coordination polymers or metal-organic frameworks, [9][10][11] and as chirality inductors in asymmetric catalysis. 12,13 Recently we described the synthesis and characterization of chiral 2,2′-(imidazolium-1,3-diyl)bis(3-methylbutanoate) compounds of lithium, sodium and ammonium, {M[(S,S)-L iPr ]} n (M + = Na + , Li + and NH 4 + ), which included the first reported structural data for the chiral basic form [L R ] − .…”

“…1–3 They are synthesised easily from amino acids and are convenient starting precursors for the preparation of enantiopure substrates, such as ionic liquids 4 and N-heterocyclic carbene (NHC) ligands. 5–8 Additionally, they have been used as useful bridging ligands, acting as linkers, in the construction of homochiral coordination polymers or metal–organic frameworks, 9–11 and as chirality inductors in asymmetric catalysis. 12,13…”

Solvothermal Synthesis and Conformation Probe of Novel Europium Complex of Brønsted Acidic Ionic Liquid: 1,3‐Bis(1‐carboxylatoethyl)imidazolium Bromide

“…Since the end of 1980s, people have gradually shifted the focus of metal-organic complexes from synthesis to application. [1][2][3][4][5] Due to the presence of various metal clusters, their various applications in small molecule activation, catalysis, luminescence and magnetism have attracted more and more attention. [1,[5][6][7][8][9][10][11][12][13][14] Simultaneously, a great deal of research works has shown that the suitable ligand is the key factor to construct the metal complexes.…”

Metal–Organic Framework Based on Copper and Carboxylate‐Imidazole as Robust and Effective Catalyst in the Oxidative Amidation of Carboxylic Acids and Formamides

“…Imidazole derivatives that have carboxyl moieties have been applied to different catalytic processes as N‐heterocyclic carbene (NHC) precursors and as ionic liquids (ILs) Recently, metal–organic frameworks (MOFs) have been prepared from carboxyl‐functionalized imidazoles because of the excellent coordination ability of this substituent. Indeed, metal–organic frameworks with ligands based on imidazolium carboxylate salts (in zwitterionic form) have been prepared in combination with metals, such as strontium, cesium, cobalt, lanthanum, neodymium, copper, and manganese . Moreover, zwitterionic imidazolium carboxylates have been treated with acid to give the corresponding imidazolium salts, which have also been linked to metals in the preparation of MOFs.…”