Effect of the substituent on the thermal stability of spiroborate esters of curcumin

John, Jeena; Rugmini, Sudhadevi; Nair, Balachandran Sreedharan

doi:10.1007/s10973-019-08739-y

Cited by 5 publications

(2 citation statements)

References 32 publications

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“…Due to their thermal and chemical stability, they are the basis of ionic organic sensors that detect H 2 and CH 4 gases [8]. Materials based on spiroborates are also used in medicine, for example, as a carrier for the drug, increasing its bioavailability and absorption by the human body [9,10]. Some complexes are effective catalysts in reducing reactions, in particular, in the reduction of aryl alkyl and halogenated ketones [ 11], as well as in the synthesis of pyranonaphthoquinone antibiotics [12].…”

Section: Introductionmentioning

confidence: 99%

Electronic structure, cationic, and excited states of nitrogen-containing spiroborates

Sidorin

Tikhonov²,

Samoilov³

et al. 2023

J Mol Model

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Electronic structure, cationic and excited states of three spiroborate complexes (2-acetylacetonato-1,3,2benzodioxaborol, its NH-and NMe-derivatives) and three corresponding ligands (acetylacetone, 4aminopent-3-en-2-one and 4-methylaminopent-3-en-2-one) were studied by photoelectron spectroscopy, absorption spectroscopy, high-level ab initio quantum chemical computations, including the algebraic diagrammatic construction method for the polarization propagator of the second order, the outer-valence Green's function method, the density functional approach, and the time-dependent density functional approach. Analysis of experimental and calculated data allowed determining the in uence of functional groups on the parameters of the electronic structure and energy of electronic transitions. Compared to acetylacetone and its NH-and NMe-derivatives, the upper lled molecular orbitals of the corresponding spiroborates are stabilized at 0.4-1.7 eV, which is due to the positive charge of the ligand due to the acceptor properties of the dioxyphenylene fragment. Among the studied compounds, when replacing the oxygen atom in the α-position with the NH-or NMe-group, a bathochromic shift of intense bands in the absorption spectra is observed, since the energy intervals between the orbitals of the π 3 and π 4 ligand are reduced. In addition, in a number of spiroborates, the violation of C 2v symmetry when replacing an oxygen atom leads to the appearance of a low-intensity maximum in the long-wave part of the absorption spectrum, due to the π 2 X → π 4 transition.

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Section: Introductionmentioning

confidence: 99%

Electronic structure, cationic, and excited states of nitrogen-containing spiroborates

Sidorin

Tikhonov²,

Samoilov³

et al. 2023

J Mol Model

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show abstract

“…Because HCAs can form complexes with BA, loading HCAs on ion exchange resins, activated carbon, or carbon nanotubes can improve their adsorption capacity for BA in wastewater [ 21 , 22 , 23 ]. The esterification of curcumin with HCAs and BA complexes can also improve the thermal stability of curcumin [ 24 ]. As a result, citric acid-BA complexes have been used to improve the dimensional and thermal stability of bamboo materials [ 25 ].…”

Section: Introductionmentioning

confidence: 99%

Complexation of Boronic Acid with Chiral α-Hydroxycarboxylic Acids and the Ability of the Complexes to Catalyze α-Hydroxycarboxylic Acid Esterification

Meng,

Qin,

Wen

et al. 2023

Molecules

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The complexation of boric acid (BA) with various α-hydroxycarboxylic acids (HCAs) was examined by analyzing the change in the optical rotation after the addition of BA to aqueous HCA solutions, and the catalytic properties of the complexes were examined by catalyzing the esterification of the HCAs. The absolute values of the optical rotation of the HCAs increased with increasing BA-to-HCA molar ratio, and the rate of change of the optical rotation gradually decreased as the BA-to-HCA molar ratio increased, reaching a minimum value at a molar ratio of approximately three. As a catalyst, BA could catalyze the acetylation of hydroxyl groups in addition to the esterification of HCAs. Compared to the conventional synthesis routes of ATBC and ATOC, a synthesis route with BA as the catalyst allowed for a lower frequency of catalyst separation and replacement while providing light-colored products. BA could catalyze the formation of triethyl citrate, and the yield of triethyl citrate reached 93.8%. BA could also catalyze the reaction between malic acid and pinene to produce borneol malate. After saponification of borneol malate, borneol was obtained with a yield of 39%.

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N,O-bidentate ligands-based salicylic spiroborates: A bright frontier of bioimaging

et al. 2022

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Effect of the substituent on the thermal stability of spiroborate esters of curcumin

Cited by 5 publications

References 32 publications

Electronic structure, cationic, and excited states of nitrogen-containing spiroborates

Electronic structure, cationic, and excited states of nitrogen-containing spiroborates

Complexation of Boronic Acid with Chiral α-Hydroxycarboxylic Acids and the Ability of the Complexes to Catalyze α-Hydroxycarboxylic Acid Esterification

N,O-bidentate ligands-based salicylic spiroborates: A bright frontier of bioimaging

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