Synthesis, crystal structures and spectroscopy studies of Mo(IV) complexes synthesized in reactions with kojic acid, maltol and ethylmaltol

Szklarzewicz, Janusz; Paciorek, Patrycja; Zabierowski, Piotr; Kurpiewska, Katarzyna; Mikuriya, Masahiro; Yoshioka, Daisuke

doi:10.1016/j.poly.2012.01.033

Cited by 12 publications

(14 citation statements)

References 23 publications

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“…The Ti-complex was synthesized using metal salt, TiCl 4 , and it was obtained as two isomers with the chlorine atoms in cis position, what it was proven by NMR and DFT theory. The isopropylmaltol-Ti complex was used as catalyst on ethylene polymerization.…”

Section: Discussionmentioning

confidence: 93%

“…The reaction mixture was warmed to 0 °C and stirred for an additional 2 h. The consumption of starting material was observed by TLC. Next, the reaction mixture was cooled again to −78 °C and was quenched with saturated NH 4 Cl solution. The organic layer was separated and the aqueous layer was extracted with Et 2 O (3 × 100 mL).…”

Section: For Synthesis Of the Complexmentioning

confidence: 99%

“…The reaction mixture was stirred under reflux for 5 h. Next, H 2 O (5 mL) was added, and the reaction mixture was extracted with CH 2 Cl 2 (4 × 5 mL). The combined organic layers were dried over anhydrous Na 2 SO 4 …”

Section: -Isopropyl-6-methoxy-3-pyrone (4)mentioning

confidence: 99%

“…Several studies have shown that these compounds can form stable complexes with various metal ions to be used in the body as a way to combat and prevent many diseases. Divalent 1 Some studies with the 2-methyl-3-hydroxypyrone complex (maltolato) are reported in the literature for biomedical purposes such as maltol-oxovanadium(III), 2 maltol-ruthenium, 3 maltolmolybdenum(IV), 4 among others. In parallel to the studies focused on medicine, the coordination chemistry of organometallic complexes containing hydroxypyrone ligands with transition metals have also been investigated.…”

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

New Isopropylmaltol - Ti Synthesis and its Use as a Catalyst for Olefin Polymerization

Gheno¹,

Basso²,

Ceschi³

et al. 2014

J. Braz. Chem. Soc.

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Este artigo mostra a síntese e caracterização do ligante isopropilmaltol obtido a partir do furfural e também um novo complexo diclorobis-(3-hidroxi-2-isopropil-4-pirona)titânio(IV) com estrutura cis. Dados de ressonância magnética nuclear de 1 H, análise elementar e UV-Vis confirmam a formação do complexo. Este complexo foi estudado em reações de polimerização de etileno utilizando metilaluminoxano (MAO) como co-catalisador. A atividade catalítica deste complexo é baixa, entretanto foram obtidos polietilenos com alto peso molecular que são interessantes para diferentes aplicações.This report describes a new synthesis of isopropylmaltol from furfural. This organic compound was used as ligand to obtain a new complex, the dichlorobis-(3-hydroxy-2-isopropyl-4-pyrone) titanium(IV). 1 H nuclear magnetic ressonance, elemental analysis and UV-Vis analysis confirm the complex formation. This complex was investigated in ethylene polymerization using methylaluminoxane (MAO) as cocatalyst. The catalytic activity was low, however, there were obtained very high molecular weight polyethylenes, which are interesting for various special applications.

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Section: Discussionmentioning

confidence: 93%

Section: For Synthesis Of the Complexmentioning

confidence: 99%

Section: -Isopropyl-6-methoxy-3-pyrone (4)mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

New Isopropylmaltol - Ti Synthesis and its Use as a Catalyst for Olefin Polymerization

Gheno¹,

Basso²,

Ceschi³

et al. 2014

J. Braz. Chem. Soc.

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show abstract

“…Comenic acid is an important intermediate for the synthesis of maltol and its derivative, while 2-methyl-4-pyrone is a compound which is normally associated with natural pigments. Szklarzewicz J et al [78] found novel chemical complexes of Mo (IV) in reaction with compounds maltol, ethyl maltol and kojic acid.…”

Section: Applicationsmentioning

confidence: 99%

Production Technology and Applications of Kojic Acid

Chaudhary

2014

ARRB

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Kojic acid is produced industrially by Aspergillus species in aerobic fermentation. The production of kojic acid is increasing because of its commercial value in industry. Kojic acid has various applications in several fields. It is widely used in cosmetic industry, medicine, food industry, agriculture and chemical industry. Nowadays, kojic acid plays a crucial role in cosmetic, especially skin care products because it can enhance the ability to prevent exposure to UV-radiation. Kojic acid continues to attract attention because of its economic potential in medical field as an anti-inflammatory drug and painkiller. In food industry, kojic acid is used in post harvest process as an anti-speck and an anti-browning agent for agricultural product. Due to various usage of this organic molecule, the demand of kojic acid has been increasing rapidly. Thus the studies to improve the kojic acid production are still extensively conducted.

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Synthesis and pyrolysis of ethyl maltol ester

Dong

Pan

et al. 2023

Flavour & Fragrance J

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Ethyl maltol is one of the most important aromatic components in food and cigarettes because of its caramel flavour. However, the development of ethyl maltol is limited by problems such as heavy smell, low threshold, strong volatility and poor stability. In order to develop a new class of high‐temperature resistance and caramel flavours for cigarettes, eight new ethyl maltol flavours were synthesized using the reaction of ethyl maltol with a carboxylic acid. The target compounds were characterized by nuclear magnetic resonance (1H NMR, 13C NMR), infrared spectroscopy (IR) and high‐resolution mass spectrometry (HRMS). By gas chromatography–mass spectrometry‐olfactometer (GC–MS‐O), the aroma characteristics of esters were evaluated. Four compounds with strong aroma were conducted with thermogravimetry (TG), derivative thermogravimetry (DTG) and pyrolysis‐gas chromatography/mass spectrometry (Py–GC/MS) to analyse their heating stability. TG–DTG results showed that the degradation temperature of ethyl maltol esters was significantly higher than that of ethyl maltol, which could effectively slow down the volatilization of ethyl maltol. Py‐GC/MS results showed that a large amount of ethyl maltol and many esters with aroma were formed during thermal degradation of the four compounds at 300°C, 350°C and 400°C. The above results show that the esterification of ethyl maltol was a good strategy to slow release flavours, and ethyl maltol ester latent aroma compounds have significant applications in high‐temperature processed food and tobacco. This work may provide a new method to improve the stability of spices and expand their multifunctional application.

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Synthesis, crystal structures and spectroscopy studies of Mo(IV) complexes synthesized in reactions with kojic acid, maltol and ethylmaltol

Cited by 12 publications

References 23 publications

New Isopropylmaltol - Ti Synthesis and its Use as a Catalyst for Olefin Polymerization

New Isopropylmaltol - Ti Synthesis and its Use as a Catalyst for Olefin Polymerization

Production Technology and Applications of Kojic Acid

Synthesis and pyrolysis of ethyl maltol ester

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