Homochiral, Supramolecular Frameworks Built from a Zinc(II) Tetramer or Cadmium(II) Dimer Containing Enantiopure Carboxylate Ligands Functionalized with a Strong π···π Stacking Synthon

Abstract

The enantiopure ligand (S)-2- (1,8-naphthalimido) The strong π···π-stacking 1,8-naphthalimide supramolecular synthons organize the tetramers into a 3D architecture that contains linked, homochiral helical chains. In the structure, each chain is connected to four other chains by the π···π-

Cyclic aromatic imides as a potential class of molecules for supramolecular interactions

“…Both these complexes show luminescence properties in the solid state. 77 A series of enantiopure metal complexes of calciumIJII) and strontiumIJII) with optically active ligands 60 and 61 were reported. In these complexes π-stacking interactions between 1,8-naphthalimide rings link adjacent rod-like units of secondary building blocks into two-and three-dimensional structures.…”

Synthesis, crystal structure and EPR spectroscopic analysis of novel copper complexes formed from N-pyridyl-4-nitro-1,8-naphthalimide ligands

“…[1][2][3][4] More recently naphthalimide derivatives have been utilised as building blocks in metal based supramolecular architectures where their π-deficient nature and ability to be readily functionalised has been exploited giving rise to systems in which the extension of the structure occurs through π-based interactions. This work has largely been pioneered by Reger and co-workers who, over the last decade, have functionalized the 1,8-naphthalimide moiety at the imide nitrogen site, with various transition metal ion coordinating functional groups such as carboxylates, [5][6][7][8][9][10][11][12][13][14] pyrazoles [15][16][17][18][19] and other coordinating groups, 20 and studied the structural aspects of the resulting complexes.…”

A twofold interpenetrating three-dimensional heterometallic metal–organic framework with pcu topology based on 2-methylbiphenyl-4,4′-dicarboxylic acid

“…The latter distance is presumed to be a consequence of the strained environment in this region of the structure. Except for the longest distance, these ranges are typical of Zn II complexes with O-bonded ligands Reger et al, 2012). In the polymeric structure of (I), the mbpdc 2À ligands adopt a 4bridging mode connecting four metal ions, whereas the hydroxide (O13) ligand adopts a 3 -bridging mode linking three Zn II ions.…”