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Macroheterocycles

Macroheterocycles

大雜環(huán)

研究方向:化學(xué)
影響因子:1.112

  中文簡介

討論了含硫大雜環(huán)化合物的合成方法、結(jié)構(gòu)和光譜特征。以α,_-二鹵代烷與堿α,_-烷二硫醇反應(yīng),合成了含2-6個硫原子的12-42元大雜環(huán)。通過芳香族1,2-二硫醇或2-巰基酚與脂肪族α-二鹵代衍生物的反應(yīng),制備了含硫和氧原子的氧雜硫大環(huán)烷烴。硫大環(huán)烷烴的合成包括二甲醚或α,_烷二羧酸二氯化物與α,_烷二胺的反應(yīng),然后用LiAlh4或B2H6還原大雜環(huán)二胺。以二羧酸二氯化物與α,_-惡烷二胺反應(yīng),以及氯磺酰-β-內(nèi)酰胺與乙二醇反應(yīng)制備了氧雜氮雜大環(huán)烷,雙(溴甲基)取代芳烴與雙(巰基甲基)苯的反應(yīng)是合成低聚噻環(huán)烷的一般途徑。以2,6-雙(溴甲基)吡啶與α,_-烷烴二硫醇反應(yīng)制備了含硫環(huán)吡啶衍生物。對于含有一個、兩個或多個噻吩環(huán)的大環(huán)化合物的合成,基于-噻吩烷羧酸氯化物的分子內(nèi)和分子間酰化、2,5-雙(碳烷氧基烷基)噻吩的酰偶姻縮合和-鹵代烷基取代的噻吩β-酮酯的分子內(nèi)烷基化的一些步驟。研究了含二硫化物和多硫化物的大雜環(huán)化合物的合成路線。合成過程中,均三甲苯或1,3-二甲氧基苯與二硫二氯化物或二硫二氯化物硫化,并氧化二硫醇,以1,3,5-三(巰基烷基)苯與三(溴代烷基)-甲烷或L,3,5-三[4-(巰基甲基)苯基]-苯的反應(yīng)為基礎(chǔ),合成了雙和三丙烯基環(huán)化合物。以1,3,5-三-[4-(溴甲基)苯基]苯為原料,研究了含硅、碲或鐵的含硫大雜環(huán)化合物的合成方法,并用X射線衍射、核磁共振、紅外光譜、紫外光譜等分析結(jié)果,討論了含硫大雜環(huán)化合物的結(jié)構(gòu)及其導(dǎo)電性和磁性。

  英文簡介

Synthetic methods for, and structural and spectroscopic characteristics of sulfur-containing macroheterocycles are discussed. The synthesis of oligothiamacrocycloalkanes is based on the reaction of α, ò-dihaloalkanes with alkali α,ò-alkanedithiolates to form 12-42-membered macroheterocycles with 2-6 sulfur atoms in the ring. Oxathiamacrocycloalkanes containing sulfur and oxygen atoms in the ring have been prepared by reaction of aromatic 1,2-dithiols or 2-mercaptophenols with aliphatic α-ò-dihalo derivatives. The synthesis of thiamacrocycloalkanes involves the reaction of dimethyl ethers or α,ò-alkanedicarboxylic acid dichlorides with α,ò-alkanediamines followed by reduction of the macroheterocyclic diamides with LiAlH4 or B2H6. Oxathiaazamacrocycloalkanes have been prepared in a similar way by reaction of dicarboxylic acid dichlorides with α,ò-oxaalkanediamines as well as by reaction of chlorosulfonyl-β-lactams with glycols.A general synthetic route to oligothiacyclophanes is the reaction of bis-(bromomethyl) substituted arenes with bis-(mercaptomethyl)benzenes. Analogously, sulfur-containing cyclopyridinophanes have been prepared by reaction of 2,6-bis(bromomethyl)pyridine with α,ò-alkanedithiols. For the synthesis of macrocyclic compounds containing one, two, or several thiophene rings, some procedures based on intra-and intermolecular acylation of ò-thienylalkanecarboxylic acid chlorides, acyloin condensation of 2,5-bis(carbalkoxyalkyl)thiophenes, and intramolecular alkylation of ò-haloalkyl substituted β-keto esters of the thiophene series have been developed.Synthetic routes to macroheterocycles containing di-and polysulfide groups are discussed. The synthesis involves sulfurization of mesitylene or 1,3-dimethoxybenzene with disulfur dichloride or sulfur dichloride as well as the oxidation of dithiols.The synthesis of bi-and trimacrocyclic compounds is based on the reaction of 1,3,5-tris(mercaptoalkyl)benzenes with tris(bromoalkyl)-methanes or l,3,5-tris[4-(mercaptomethyl)phenyl]-benzene with 1,3,5-tris-[4-(bromomethyl)phenyl] benzene.Some methods for the synthesis of sulfur-containing macroheterocycles containing silicon, tellurium, or iron are considered.The structures of the sulfur-containing macroheterocycles are discussed using the results of X-ray diffraction, H NMR, IR, and UV spectroscopy as well as their electroconductive and magnetic properties.

  近年期刊自引率趨勢圖

  JCR分區(qū)

JCR分區(qū)等級 JCR所屬學(xué)科 分區(qū) 影響因子
Q4 CHEMISTRY, MULTIDISCIPLINARY Q4 1.418

  近年期刊影響因子趨勢圖

  CiteScore數(shù)值

CiteScore SJR SNIP 學(xué)科類別 分區(qū) 排名 百分位
1.80 0.253 0.387 大類:Chemistry 小類:Analytical Chemistry Q3 94 / 130

28%

大類:Chemistry 小類:Organic Chemistry Q4 152 / 192

21%

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