Abstract:
Experimental and quantum-chemical features of the triple nucleophilic substitution of halogen atoms in 2-chloro- and 2-bromopyridines under the action of P-centered nucleophiles generated in the system Pn/KOH/DMSO to afford tri(2-pyridyl)phosphine in a yield of up to 69% have been compared.
Citation:
S. F. Malysheva, V. A. Kuimov, A. B. Trofimov, N. A. Belogorlova, Yu. I. Litvintsev, A. M. Belogolova, N. K. Gusarova, B. A. Trofimov, “2-Halopyridines in the triple reaction in the Pn/KOH/DMSO system to form tri(2-pyridyl)phosphine: Experimental and quantum-chemical dissimilarities”, Mendeleev Commun., 28:5 (2018), 472–474
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https://www.mathnet.ru/eng/mendc1804
https://www.mathnet.ru/eng/mendc/v28/i5/p472
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V. A. Kuimov, S. F. Malysheva, N. A. Belogorlova, B. A. Trofimov, “Unexpected Selective Reduction of 3- and 6-Haloquinolines and 2-Bromo-1-methylbenzimidazole with Red Phosphorus in the KOH/DMSO System”, Dokl Chem, 509:1 (2023), 89
Vladimir A. Kuimov, Svetlana F. Malysheva, Natalia A. Belogorlova, Ruslan I. Fattakhov, Alexander I. Albanov, Boris A. Trofimov, “Triton-X-100 as an Organic Catalyst for One-Pot Synthesis of Arylmethyl-H-phosphinic Acids from Red Phosphorus and Arylmethyl Halides in the KOH/H2O/Toluene Multiphase Superbase System”, Catalysts, 13:4 (2023), 720
V. A. Kuimov, S. F. Malysheva, N. A. Belogorlova, B. A. Trofimov, “UNEXPECTED SELECTIVE REDUCTION OF 3- AND 6-HALOGENQUINOLINES AND 2‑BROMO-1-METHYLBENZIMIDAZOLE WITH RED PHOSPHORUS IN THE KOH/DMSO SYSTEM”, Doklady Rossijskoj akademii nauk. Himiâ, nauki o materialah., 509:1 (2023), 30
S. F. Malysheva, V. A. Kuimov, S. N. Arbuzova, “Elemental Phosphorus in the Synthesis of Organophosphorus Compounds: The Recent Advances (A Review)”, Russ J Gen Chem, 93:S1 (2023), S238
Vladimir A. Kuimov, Svetlana F. Malysheva, Natalia A. Belogorlova, Nina K. Gusarova, Boris A. Trofimov, “Chemoselective synthesis of long-chain alkyl-H-phosphinic acids via one-pot alkylation/oxidation of red phosphorus with alkyl-PEGs as recyclable micellar catalysts”, Org. Biomol. Chem., 19:48 (2021), 10587
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Andrey Yu. Baranov, Alexey S. Berezin, Denis G. Samsonenko, Anton S. Mazur, Peter M. Tolstoy, Viktor F. Plyusnin, Ilya E. Kolesnikov, Alexander V. Artem'ev, “New Cu(i) halide complexes showing TADF combined with room temperature phosphorescence: the balance tuned by halogens”, Dalton Trans., 49:10 (2020), 3155
N. K. Gusarova, B. A. Trofimov, “Organophosphorus chemistry based on elemental phosphorus: advances and horizons”, Russian Chem. Reviews, 89:2 (2020), 225–249
Alexander V. Artem'ev, Marsel Z. Shafikov, Alexander Schinabeck, Olga V. Antonova, Alexey S. Berezin, Irina Yu. Bagryanskaya, Pavel E. Plusnin, Hartmut Yersin, “Sky-blue thermally activated delayed fluorescence (TADF) based on Ag(i) complexes: strong solvation-induced emission enhancement”, Inorg. Chem. Front., 6:11 (2019), 3168
Svetlana F. Malysheva, Vladimir A. Kuimov, Natalia A. Belogorlova, Alexander I. Albanov, Nina K. Gusarova, Boris A. Trofimov, “Superbase‐Assisted Selective Synthesis of Triarylphosphines from Aryl Halides and Red Phosphorus: Three Consecutive Different SNAr Reactions in One Pot”, Eur J Org Chem, 2019:36 (2019), 6240
V. A. Kuimov, N. K. Gusarova, S. F. Malysheva, T. V. Kon'kova, B. A. Trofimov, “Reduction of Acridine and 9-Chloroacridine with Red Phosphorus in the KOH/DMSO System”, Dokl Chem, 487:1 (2019), 177
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