14076-63-2

Upstream product

• 499-44-5 hinokitiol 
• 142-71-2 copper diacetate 
• 14076-63-2 [Cu(II)(4-isopropyltropolone)2] C20H22CuO4, monoclinic, P21/N 
• 6046-93-1 copper(II) acetate monohydrate 

Downstream Products

• 685836-60-6 [Cu(II)(4-isopropyltropolone)2] C20H22CuO4, triclinic, P1 

Relevant academic research and scientific papers

Synthesis, solid-state characterization and antimicrobial activities of three different polymorphs of a copper(II) complex with 4-isopropyltropolone (hinokitiol)

There exist at least three different polymorphs in the copper(II) complex [Cu(hino)2] with a hinokitiol ligand (Hhino; 4- isopropyltropolone1). In addition to deep-green plate crystals 1a and deep-green rod crystals 1b, whose crystal structures have been recently reported, novel green needle crystals 1c of [Cu(hino)2] were found, the crystal structure of which was here determined by single-crystal X-ray analysis. Since only one crystal structure has been reported for the copper(II) complex [Cu(trop)2] with a tropolone ligand (Htrop), the polymorphism found in the crystals of [Cu(hino)2] would be due to the presence of the isopropyl group on the tropolone ring. The synthetic conditions giving the three polymorphs in good yields were found and the crystals were characterized with elemental analysis, FT-IR, TG/DTA and X-ray powder diffraction (XPD) measurements, as well as solution molecular weight measurements for 1a. The solid-state magnetic behaviors or the temperature-dependent magnetic susceptibilities were measured with Superconductivity Quantum Interference Devices (SQUID): 1a showed a weak ferromagnetic interaction, 1b showed a paramagnetic nature with S = 1/2, while 1c showed a weak antiferromagnetic interaction. The antimicrobial activities for selected bacteria, yeasts and molds were also measured in the water-suspension system: 1a and 1b showed no activity, while 1c showed modest activities, and these activities were compared with those of the neutral Hino and the anionic hino- ligands.

The structural chemistry of copper(II) hinokitiol and its adducts

The structure of copper(II) hinokitiol has been determined. Two modifications are possible, one containing only isolated, four- coordinate, square-planar complexes, while a second modification contains both monomers, along with eclipsed and staggered dimers generated through intermolecular O→Cu interactions. Five-coordinate copper is also present in the adduct Cu(hino)2· pyridine, whose structure has also been determined for comparison.

Preparation, characterization, and study of the antimicrobial activity of a Hinokitiol-copper(II)/γ-cyclodextrin ternary complex

Objectives: The aim of the current study was to prepare a ternary complex of hinokitiol (HT), a metal ion (Cu (II)) and γ-cyclodextrin (γCD) via coprecipitation and to assess its physicochemical properties and the effects of complexation on the antimicrobial activity of HT. Methods: Single-crystal X-ray structural analysis, powder X-ray diffraction (PXRD), near-infrared (NIR) absorption spectroscopy, and electron spin resonance (ESR) spectroscopy were performed to assess the complex in a solid state. Agar dilution was used to determine the minimum inhibitory concentration (MIC) of HT-Cu complex and the ternary inclusion complex with respect to Escherichia coli, Bacillus subtilis, Staphylococcus aureus, and Pseudomonas aeruginosa. Key findings: A ternary HT-Cu/γCD inclusion complex formed as a result of coprecipitation. Results of an antimicrobial test revealed that the ternary HT-Cu/γCD inclusion complex had increased antimicrobial activity compared to that of HT alone. The level of antibacterial activity of ternary complex had action equivalent to that of an HT/γCD inclusion complex. Conclusions: The antimicrobial action of HT can presumably be capitalized on by including HT in CD without a metal in certain applications. The current results should provide a basis for use of hinokitiol as a human and environmentally friendly antimicrobial.

Two new polymorphs of trans-bis(hinokitiolato)copper(II)

The title complex [systematic name: trans-bis(3-isopropyl-7-oxocyclohepta-1,3,5-trienolato)copper(II)], [Cu(C10H11O2)2], is a substance possessing antimicrobial activity. The compound crystallizes in a number of polymorphic forms, the structures for two of which are reported here. Stacks of square-planar molecules exhibiting weak intermolecular copper-olefin π interactions (not observed in earlier reports on this substance) are described. The molecules have crystallographically imposed inversion symmetry, with stacking and copper-olefin π distances ranging from 3.226 (2) to 3.336 (1) A.