Isomerization of α- and β- pinene epoxides over Fe or Cu supported MCM-41 and SBA-15 materials

Sánchez-Velandia, Julián E.; Villa, Aída Luz

doi:10.1016/j.apcata.2019.04.029

Cited by 46 publications

(29 citation statements)

References 63 publications

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“…22 Also, based on the shape of its hysteresis, Cu/TCH-pr@SBA-15 has cylindrical pores and the initial nanostructure is retained aer functionalization. 23 The hybrid inorganic-organic nanostructure shows a pore size distribution in the range of 10 nm. The structural data of the SBA-15 and Cu/TCH-pr@SBA-15 nanoparticles are summarized in Table 1.…”

Section: Preparation and Characterization Of Cu/tch-pr@sba-15 Nanocatmentioning

confidence: 99%

“…The advantages of SBA-15 make it an ideal support for the immobilization of Cu in order to develop an optimized heterogeneous catalyst. There are two methods for dispersing Cu on the surface SBA-15: the direct synthesis procedure 23 and post synthesis method. 24 Despite the availability of these methods, it remains a challenge to achieve a strong interaction between metal ions and ordered mesoporous SBA-15.…”

Section: Introductionmentioning

confidence: 99%

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Cu/TCH-pr@SBA-15 nano-composite: a new organometallic catalyst for facile three-component synthesis of 4-arylidene-isoxazolidinones

2020

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Section: Preparation and Characterization Of Cu/tch-pr@sba-15 Nanocatmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Cu/TCH-pr@SBA-15 nano-composite: a new organometallic catalyst for facile three-component synthesis of 4-arylidene-isoxazolidinones

2020

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“…According to Figure 4B, the N 2 adsorption-desorption diagram of Pd/TCH-pr@SBA-15 shows type IV isotherms with a sharp capillary condensation step at high relative pressure and an H1 hysteresis loop in the 0.4-0.9 p/ p 0 range, which reveals the presence of large channel-like pore structures in a narrow range of size, based on the IUPAC classification (Safaei-Ghomi and Bakhtiari, 2018). Also, by the shape of its hysteresis, it can be seen that Pd/TCH-pr@SBA-15 has cylindrical pores and the initial nanostructure after functionalization is still retained (Sánchez-Velandia and Villa, 2019).…”

Section: Resultsmentioning

confidence: 92%

Pd Doped on TCH@SBA-15 Nanocomposites: Fabrication and Application as a New Organometallic Catalyst in the Three-Component Synthesis of N-Benzo-imidazo- or -thiazole-1,3-thiazolidinones

Kalhor

Dadras

2021

Front. Chem.

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In this study, Pd(II)/TCH@SBA-15 nanocomposites were synthesized by the grafting of 3-chloropropyltriethoxysilane and thiocarbohydrazide on SBA-15 and subsequent deposition of palladium acetates through the ligand–metal coordination method. The structure and morphology of this nanoporous nanocomposite was thoroughly identified by Fourier transform infrared spectroscopy, field emission scanning electron microscopy, transmission electron microscopy, energy-dispersive X-ray spectroscopy, X-ray diffraction, thermogravimetric analysis, atomic absorption spectroscopy, and Brunauer–Emmett–Teller instrumental analyses. Furthermore, the catalytic activity of this nanocomposite was investigated in the three-component synthesis of 3-benzimidazolyl or benzothiazoleyl-1,3-thiazolidin-4-ones via a reaction of 2-aminobenzimidazole or 2-aminobenzothiazole, aromatic aldehydes, and thioglycolic acid in an acetone–H2O mixture under green conditions. The Pd/TCH@SBA-15 nanocatalyst is demonstrated to exhibit a high catalyzing activity in the three-component reaction of the synthesis of N-heterocyclic thiazolidinones with good to excellent yields. One of the advantages of the suggested method is the direct application of the thiocarbohydrazide ligand to stabilize Pd nanoparticles through formation of a stable ring complex without creating an additional Schiff base step. Moreover, this organometallic nanocatalyst can be recycled several times with no notable leaching or loss of performance.

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“…trans ‐Carveol was widely used in food flavouring and also as perfumery ingredient 21 . β‐Pinene oxide (BPO) was also used as starting compound for isomerization reaction to produce myrtenal, myrtenol and perillyl alcohol 32 . The scheme of APO and BPO isomerization is presented in Figure 2.…”

Section: Synthesis Of Fragrance Molecules Via Isomerizationmentioning

confidence: 99%

Review on heterogeneous catalysts for the synthesis of perfumery chemicals via isomerization, acetalization and hydrogenation

Hartati

Firda

Bahruji

et al. 2021

Flavour & Fragrance J

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Synthetic fragrance has dominated the perfumery industry in recent decades due to the ability to produce perfumery ingredients on a large scale at a low cost. Extensive research in the field of synthetic perfumery chemical involved the utilization of catalysts to improve the productivity. This review will discuss recent advances of heterogeneous catalysts for the synthesis of perfumery chemicals as fragrance ingredients. Transition from homogeneous to heterogeneous catalysts will be included in order to provide insight into the benefits of heterogeneous catalysts to overcome the limitation of homogeneous reaction. Isomerization, acetalization and hydrogenation were identified as three main reactions for the synthesis of perfumery chemicals based on the number of reported work since 2000. This review will focus on α‐pinene and α‐pinene oxide as the main molecular substrates, however, different molecules, for example, linalool, citronellal and cinnamaldehyde will also be included. The synthesis, modification and possible mechanisms for the reactions involving zeolite, aluminosilicate, metal oxides, metal organic framework, monometallic and bimetallic nanoparticles as heterogeneous catalysts will be discussed. Discussion on isomerization and acetalization reactions will focus on the acidity and the porosity of the catalysts as the two main factors that determine the conversion and selectivity. For perfumery chemicals produced via hydrogenation reaction, the role of monometallic and bimetallic nanoparticles catalysts will be discussed in the chemoselective reduction of cinnamaldehyde and citronellal.

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Isomerization of α- and β- pinene epoxides over Fe or Cu supported MCM-41 and SBA-15 materials

Cited by 46 publications

References 63 publications

Cu/TCH-pr@SBA-15 nano-composite: a new organometallic catalyst for facile three-component synthesis of 4-arylidene-isoxazolidinones

Cu/TCH-pr@SBA-15 nano-composite: a new organometallic catalyst for facile three-component synthesis of 4-arylidene-isoxazolidinones

Pd Doped on TCH@SBA-15 Nanocomposites: Fabrication and Application as a New Organometallic Catalyst in the Three-Component Synthesis of N-Benzo-imidazo- or -thiazole-1,3-thiazolidinones

Review on heterogeneous catalysts for the synthesis of perfumery chemicals via isomerization, acetalization and hydrogenation

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