15 research outputs found

    Fluorinated Anions Promoted ā€œon Waterā€ Activity of Di- and Tetranuclear Copper(I) Catalysts for Functional Triazole Synthesis

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    A set of di- and tetra-copperĀ­(I) compounds [Cu<sub>2</sub>(L<sup>1</sup>H)<sub>2</sub>]Ā­[BAr<sup>F</sup>]<sub>2</sub> (<b>1</b>) (L<sup>1</sup>H = bisĀ­(5,7-dimethyl-1,8-naphthyridin-2-yl)Ā­amine; BAr<sup>F</sup> = [BĀ­{C<sub>6</sub>H<sub>3</sub>(CF<sub>3</sub>)<sub>2</sub>}<sub>4</sub>]) and [Cu<sub>4</sub>(L<sup>1</sup>)<sub>2</sub>(L<sup>2</sup>)<sub>2</sub>]Ā­[BNB<sup>F</sup>]<sub>2</sub> (<b>2</b>) (L<sup>2</sup> = 5,7-dimethyl-1,8-naphthyridin-2-amine; BNB<sup>F</sup> = [NH<sub>2</sub>{BĀ­(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>}<sub>2</sub>]), stabilized by naphthyridine-based ligands and containing fluorinated anions, is synthesized. Their catalytic utility for copperĀ­(I)-catalyzed azideā€“alkyne coupling (CuAAC) reactions in organic solvents and ā€œon waterā€ is evaluated. The dimer analogue [Cu<sub>2</sub>(L<sup>1</sup>H)<sub>2</sub>]Ā­[BPh<sub>4</sub>]<sub>2</sub> (<b>3</b>) with nonfluorinated anion is synthesized for the purpose of comparison. All three compounds show CuAAC activity in organic solvents, although the performance of <b>3</b> is considerably lower. Remarkable rate enhancement is displayed by compounds containing fluorinated anions (<b>1</b> and <b>2</b>) under ā€œon waterā€ conditions for the model reaction involving benzyl azide, affording 98% conversions in 15ā€“20 min, where compound <b>3</b> gives 76% conversions in 50 min. Kinetic experiments reveal the involvement of two coppers in the cycloaddition process. Employing a host of substrates, the usefulness of fluorinated anions to dramatically improve the catalytic activity of CuĀ­(I) compounds under ā€œon waterā€ conditions is demonstrated

    Polythiophene-Encapsulated Bimetallic Au-Fe<sub>3</sub>O<sub>4</sub> Nano-Hybrid Materials: A Potential Tandem Photocatalytic System for Nondirected C(sp<sup>2</sup>)ā€“H Activation for the Synthesis of Quinoline Carboxylates

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    Hetero-oligophenylene derivative <b>3</b> appended with thiophene moieties has been designed and synthesized which undergoes aggregation to form <i>J</i>-type fluorescent aggregates in in H<sub>2</sub>O/THF (7/3) media. These aggregates served as reactors for the preparation of bimetallic Au-Fe<sub>3</sub>O<sub>4</sub> NPs. During the reduction process, aggregates of derivative <b>3</b> were oxidized to the polythiophene species <b>4</b>. Interestingly, the polythiophene species <b>4</b>, having a fibrous morphology, served as a shape- and morphology-directed template for assembly of bimetallic Au-Fe<sub>3</sub>O<sub>4</sub> NPs in a flower-like arrangement. Furthermore, polythiophene-encapsulated bimetallic <b>4</b>:Au-Fe<sub>3</sub>O<sub>4</sub> nanohybrid materials served as an efficient and recyclable catalytic system for CĀ­(sp<sup>2</sup>)ā€“H bond activation of unprotected electron-rich anilines for the construction of synthetically versatile quinoline carboxylates via Cā€“H activation, carbonylation, and subsequent annulation under mild and eco-friendly conditions (aqueous media, room temperature, visible-light irradiation, and aerial conditions)

    Uptake of anilofos by <i>Synechocystis</i> sp. strain PUPCCC 64.

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    <p>(A) control (without PUPCCC 64 cells); (B) anilofos in medium; (C) anilofos uptake All presented data are the mean values of three independent experiments Ā± SD Data at different time intervals with same lower case letters are not significantly different from each other at the 95% confidence level (p<0.05).</p

    Growth of <i>Synechocystis</i> sp. strain PUPCCC 64 in basal medium supplemented with anilofos (mg L

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    <p><sup>āˆ’<b>1</b></sup><b>).</b> All presented data are the mean values of three independent experiments Ā± SD Data at different time intervals with same lower case letters are not significantly different from each other at the 95% confidence level (p<0.05).</p

    Growth of <i>Synechocystis</i> sp. strain PUPCCC 64 in basal medium (A) with 0.01 g K<sub>2</sub>HPO<sub>4</sub> L<sup>āˆ’1</sup>, (B) with 2.5 mg anilofos L<sup>āˆ’1</sup> without phosphate and (C) without phosphate.

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    <p>All presented data are the mean values of three independent experiments Ā± SD Data at different time intervals with same lower case letters are not significantly different from each other at the 95% confidence level (p<0.05).</p

    Amount of photosynthetic pigments (mg L<sup>āˆ’1</sup>) of <i>Synechocystis</i> sp. strain PUPCCC 64 in anilofos-grown cultures at day 6.

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    <p>Data in rows are significantly different from each other at the 95% confidence level (p<0.05).</p><p>Data are means of three observations Ā± SD.</p><p>Chl a: Chlorophyll a; Car: Carotenoid; PC: Phycocyanin; APC: Allophycocyanin; PE: Phycoerythrin.</p

    Effect of pH, temperature, and biomass on anilofos uptake (mg L<sup>āˆ’1</sup>) by <i>Synechocystis</i> sp. strain PUPCCC 64.

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    <p>Data in rows with same lowercase letter are not significantly different from each other at the 95% confidence level (p<0.05).</p><p>One parameter was changed at a time keeping other parameters (optimum value) constant.</p><p>Data are means of three observations Ā± SD.</p><p>Anilofos used during experiments: 10 mg L<sup>āˆ’1.</sup></p

    Effect of anilofos (mg L<sup>āˆ’1</sup>) on GSH and Proline content of <i>Synechocystis</i> sp. strain PUPCCC 64.

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    <p>All presented data are the mean values of three independent experiments Ā± SD Data at different time intervals with same lower case letters are not significantly different from each other at the 95% confidence level (p<0.05).</p
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