本文選題：四硫富瓦烯　切入點：吡啶　出處：《高等學(xué)�；瘜W(xué)學(xué)報》2017年02期 　論文類型：期刊論文

【摘要】：在乙酰乙酸乙酯和氧化亞銅共同催化下,二-(1,3-二硫環(huán)戊烯-2-硫酮-4,5-二硫)合鋅酸四乙基銨鹽分別與2-碘吡啶(1a)、3-碘吡啶(1b)和4-碘吡啶(1c)反應(yīng),制得硫酮化合物2,3-二(2-吡啶硫基)-1,3-二硫環(huán)戊烯-2-硫酮(2a)、2,3-二(3-吡啶硫基)-1,3-二硫環(huán)戊烯-2-硫酮(2b)和2,3-二(4-吡啶硫基)-1,3-二硫環(huán)戊烯-2-硫酮(2c).在醋酸汞催化下,硫酮化合物2a,2b和2c分別被氧化為2,3-二(2-吡啶硫基)-1,3-二硫環(huán)戊烯-2-酮(3a)、2,3-二(3-吡啶硫基)-1,3-二硫環(huán)戊烯-2-酮(3b)和2,3-二(4-吡啶硫基)-1,3-二硫環(huán)戊烯-2-酮(3c).以亞磷酸三乙酯為偶聯(lián)劑,氧酮化合物3a,3b和3c分別發(fā)生自偶聯(lián)反應(yīng)生成2,3,6,7-四(2-吡啶硫基)四硫富瓦烯(4a)、2,3,6,7-四(3-吡啶硫基)四硫富瓦烯(4b)和2,3,6,7-四(4-吡啶硫基)四硫富瓦烯(4c).采用核磁共振波譜(NMR)、傅里葉變換紅外光譜(FTIR)和質(zhì)譜(MS)分析了所合成化合物的結(jié)構(gòu)和組成,通過X射線衍射分析確認(rèn)了吡啶基四硫富瓦烯衍生物4b和4c的晶體結(jié)構(gòu).循環(huán)伏安法研究結(jié)果表明,化合物4a,4b和4c呈現(xiàn)準(zhǔn)可逆的兩電子轉(zhuǎn)移過程,結(jié)合量子化學(xué)計算,分析了不同位置取代的吡啶基對四硫富瓦烯電化學(xué)電勢的影響.
[Abstract]:Under the catalysis of ethyl acetoacetate and cuprous oxide, the reaction of tetraethyl ammonium salt of zinc acid with 2-iodipyridine-3-iodopyridine (1b) and 4-iodopyridine (1c) was carried out by the reaction of dithiocyclopentene-2-thioketone (-4o) -5-dithioic acid (tetraethylammonium salt) with 2-iodopyridine (1a) and 3-iodopyridine (1b), respectively. In this paper, thioneone compounds 2o 3-dipyridine-2-pyridine thio -3- dithiocyclopentene-2-thiocarbazone 2b) and 2-dipyridine-2-pyridine-thiopentene-2-thiophenone were synthesized. Under the catalysis of mercuric acetate, the thioketone was prepared by the reaction of thiocarbazone and pyridine-2-pyridine-2-thiopentene-3-dithiopentene-2-thiocarbazone. In the presence of mercuric acetate, the thiopentene-2-thiophenone was used as the catalyst for the synthesis of thioketone and dithiopentene-2-thiocarbazone. Thioketone compounds 2a- 2b and 2c were oxidized to 2h3- dipyridine-2-pyridyl thiopentene-1-dithiopentene-3-dithiopentene-3-dithiopyridine-3-dithiopentene-3-dithiopentene-3-dithiopyranone (2c) and 23-di-4-pyridine-4-pyridyl thiopyclovalene-1-dithiopentene-3-dithiopentene-3-dithiophosphite (triethyl phosphite) as coupling agents, respectively. Oxygen ketone compounds 3afen 3b and 3c were self-coupled to form 2H3O3O6O6O7, Tetrathiolovarene (4aFV) 4b) tetrathiolovarene (4b) and 2O367- tetrapyridylpyridyl) tetrathiovarene (4cNMRs), respectively, by means of NMR spectroscopy, NMRs, NMRs, NMRs, NMRs, NMRs, NMRs, NMRs, NMRs, NMRs, NMRs, NMRs, NMRs, NMRs, NMRs, NMRs, NMRs, and NMRs were used. The structure and composition of the synthesized compounds were analyzed by Fourier transform Infrared Spectroscopy (FTIR) and Mass Spectrometry (MS). The crystal structures of 4b and 4c derivatives of pyridyl tetrathiaflutene have been confirmed by X-ray diffraction analysis. The cyclic voltammetry results show that the compounds 4a4b and 4c exhibit quasi-reversible two-electron transfer process. The influence of pyridyl groups in different positions on the electrochemical potential of tetrathiafulvalene was analyzed.
【作者單位】： 洛陽師范學(xué)院化學(xué)化工學(xué)院;鄭州大學(xué)化學(xué)與分子工程學(xué)院;
【基金】：國家自然科學(xué)基金(批準(zhǔn)號:201172105)資助~~
【分類號】：O641.4

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本文編號：1602023