Diastereoisomeric dinuclear ruthenium complexes of 2,5-di(2-pyridyl)thiazolo[5,4-d]thiazole

Abstract

The first metal complexes of 2,5-di(2-pyridyl)thiazolol [5,4-d]thiazole (5) are described. X-Ray crystal structures are reported for the free ligand 5, a dinuclear copper complex 6 and the two diastereoisomers, 7meso and 7rac, of the dinuclear bis(2,2'-bipyridine)ruthenium complex. The two diastereoisomers of 7 and the 4,4'-dimethyl-2,2'-bipyridine analogue 8 are readily separated by cation exchange chromatography.1 H NMR and visible absorption spectra and electrochemical data for the four dinuclear ruthenium complexes reveal that these have relatively small HOMO-LUMO energy gaps and exhibit relatively weak metal-metal interactions.

Incorporating the Thiazolo[5,4-d]thiazole Unit into a Coordination Polymer with Interdigitated Structure

“…In contrast, the tztz unit has been reported only in relatively few coordination compounds (15 hits in the CCDC database). The first examples were ruthenium and copper complexes with the doubly chelating 2,5-di(2-pyridyl)thiazolo [5,4-d]thiazole synthesized by Steel et al [33]. Coordination polymers with 2,5-thiazolo [5,4- [5,4-d]thiazole-2,5-diylbis (4,1-phenylene))bis(N-(pyridine-4-yl)pyridin-4-amine into a two-dimensional zinc MOF and studied its electrochemical properties [36].…”

One-pot microwave-assisted synthesis of 2,5-bis(pyrazol-4-yl)[1,3]thiazolo[5,4-d][1,3]thiazoles from pyrazole-4-carbaldehydes and dithiooxamide

“…In addition there are short C-H … S contacts between methyl groups and sulfur atoms of neighboring molecules (Figure 1c). In contrast to pyridine or phenyl structures with thiazolo-thiazole fragment where pyridine 12 or phenyl 10,31 ring does not exceed 5.5°, angle between pyrazole and thiazolothiazole planes in compound 2c consists 16.83°.…”

“…Thiazolo [5,4-d]thiazoles represent an important class of bicyclic aromatic structures that have attractive properties for application in electronics, [1][2][3][4][5][6][7][8][9] optoelectronics, 10,11 and as ligands in coordination chemistry 10,12 etc. Many fused thiazoles are also biologically active and constitute an essential motif of pharmacologically active connections.…”

Incorporating the Thiazolo[5,4-d]thiazole Unit into a Coordination Polymer with Interdigitated Structure

“…In contrast, the tztz unit has been reported only in relatively few coordination compounds (15 hits in the CCDC database). The first examples were ruthenium and copper complexes with the doubly chelating 2,5-di(2-pyridyl)thiazolo [5,4-d]thiazole synthesized by Steel et al [16]. Coordination polymers with 2,5-thiazolo [5,4- [17,18].…”