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عنوان
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Synthesis, characterization and theoretical and fluorescence emission microscopy studies of new Pd/Pt–cyclopropa[60] fullerene complexes: Application of Taguchi method for optimization of parameters in Suzuki–Miyaura reaction
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نوع پژوهش
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مقاله چاپشده در مجلات علمی
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کلیدواژهها
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Pd/Pt–cyclopropa[60]fullerene complexes, Suzuki–Miyaura reaction, synthesis, Taguchi method, theoretical studies
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چکیده
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The reactions of unsymmetric phosphorus ylides of the type [Ph2P(CH2) nPPh2¼C(H)C(O)C6H4‐p‐CN] (n = 1 (Y1 ); n = 2 (Y2 )) with C60 and M(dba)2 (M = Pd or Pt; dba = dibenzylideneacetone) are reported. Based on the various coordination modes of these ylides in complexation, the following new Pd/Pt–cyclopropa[60]fullerene complexes were obtained: P,C‐coordinated [(η2‐C60)Pd(κ2‐Y1)] (1) and [(η2‐C60)Pt(κ2‐Y1)] (2) complexes and P‐coordinated [(η2‐C60)Pd(Y2)2] (3) and [(η2‐C60)Pt(Y2)2] (4) complexes. These compounds were characterized using Fourier transform infrared, UV–visible and NMR (1H, 13C and 31P) spectroscopies and scanning electron microscopy. Furthermore, cytotoxicity studies showed that nanoparticles of these complexes can be used as non‐toxic labels for cellular imaging application. Also energy decomposition analysis results revealed that the percentage contribution of ΔEelec in total interaction energy is considerably larger than that of ΔEorb. Thus, in all complexes the (η2‐C60)M―(Y1) bond is considerably more electrostatic in nature than the (η2 ‐C60)―M(Y1) bond. Finally, by applicationof the Taguchi method for optimization of parameters in Suzuki–Miyaura reaction, the catalytic activity of Pd complexes 1 and 3 was investigated in the cross‐ coupling reaction of various aryl chlorides with phenylboronic acid. According to nalysis of variance results, solvent has the highest F value and it has high contribution percentage (36.75%) to the yield of Suzuki–Miyaura reaction.
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پژوهشگران
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سیدجواد سیدزاده صابونچی (نفر اول)، خدیجه بادپای (نفر دوم)، علی هاشمی (نفر سوم)، صادق صالح زاده (نفر چهارم)، فرحناز ملکی (نفر پنجم)، لیلا حسین زاده (نفر ششم به بعد)
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