Self‐Assembly of Dialkyltin Moieties and Mercaptobenzoic Acid into Macrocyclic Complexes with Hydrophobic “Pseudo‐Cage” or Double‐Cavity Structures: Supramolecular Infrastructures Involving Intermolecular CH⋅⋅⋅S Weak Hydrogen Bonds and π–π Interactions

Abstract

Four novel organotin complexes of two types--[R2Sn(o-SC6H4CO2)]6 (R = Me, 1 x H2O; nBu, 2) and {[R2Sn(m-CO2C6H4S)R2Sn(m-SC6H4CO2)SnR2]O}2 (R = Me, 3; nBu, 4)--have been prepared by treatment of o- or m-mercaptobenzoic acid and the corresponding R2SnCl2 (R = Me, nBu) with sodium ethoxide in ethanol (95%). All the complexes were characterized by elemental analysis, FT-IR and NMR (1H, (3C, 119Sn) spectroscopy, TGA, and X-ray crystallography diffraction analysis. The molecular structure analyses reveal that both 1 and 2 are hexanuclear macrocycles with hydrophobic "pseudo-cage" structures, while 3 and 4 are hexanuclear macrocycles with double-cavity structures. Furthermore, the supramolecular structure analyses show that looser and more intriguing supramolecular infrastructures were also found in complexes 1-4, which exist either as one-dimensional chains of rings or as two-dimensional networks assembled from the organometallic subunits through intermolecular C-H...S weak hydrogen bonds (WHBs) and pi-pi interactions.

The isomeric effect of mercaptobenzoic acids on the preparation and fluorescence properties of copper nanoclusters

“…Practicality of this sensing system was validated by the analysis of CN¯ in a represented spiked pond water sample (Fig. S14), with a good linear correlation (R 2 = 0.99) between the intensity ratio (I F0 /I F ) at 420 nm and the spiked CN¯ over the 10 concentration range from 0.01 to 1 µM. …”

Synthesis, structure and calculated NLO properties of [(n-Bu)2Sn-μ-O-μ-OH-Sn(n-Bu)2(CH3CO2)]2 and its putative derivatives

“…In most instances these compounds are prepared by the reaction of an appropriate organotin precursor such as R 3 SnOSnR 3 , R 3 SnOH, (R 2 SnO) n or RSn(O)(OH) with a carboxylic, phosphinic, phosphonic or sulfonic acid [17,18,22]. Indeed, self-assembly of a robust n-butylstannoxanes in quantitative yield by the reaction of n-butylstannonic acid and alkyltin oxides with a number of organic acids have already been reported [19][20][21][22][23][24].…”

Coordination chemistry of 3- and 4-mercaptobenzoate ligands: Versatile hydrogen-bonding isomers of the thiosalicylate (2-mercaptobenzoate) ligand

“…These compounds are soluble in typical organic solvents, including benzene, ether, chloroform and lower alcohols. [30] The structure of the methyl derivative is shown in Fig. 10, while that of the n-butyl analogue is shown in Fig.…”