Silabenzene (original) (raw)
シラベンゼン (silabenzene) は、ベンゼンの炭素をケイ素原子で1つ以上置き換えた構造を持つ複素環式化合物芳香族化合物である。
| Property | Value |
|---|---|
| dbo:abstract | Silabenzen je aromatická heterocyklická sloučenina tvořená šestičlenným kruhem, kde je v molekule benzenu jeden atom uhlíku nahrazen křemíkem. Nahrazením dalších uhlíkových atomů lze odvodit disilabenzen (který má tři teoreticky možné izomery), trisilabenzen (3 izomery) a další. Silabenzeny byly zahrnuty do mnoha teoretických a syntetických studií, kde bylo zkoumáno, jestli jsou analogy benzenu obsahující prvky 14. skupiny, silabenzen, stannabenzen a germabenzen, aromatické. I když je známo několik heteroaromatických sloučenin s cykly obsahujícími atomy dusíku, kyslíku či síry, tak je silabenzen považován za nestabilní a neizolovatelnou sloučeninu, kterou lze zachytit na delší dobu pouze v matricích za nízkých teplot nebo jako Dielsův–Alderův adukt. Byly ovšem vyvinuty reakce, kterými vznikají kineticky stabilizované silabenzeny a těžší analogy benzenu, například germaniové. (cs) A silabenzene is a heteroaromatic compound containing one or more silicon atoms instead of carbon atoms in benzene. A single substitution gives silabenzene proper; additional substitutions give a disilabenzene (3 theoretical isomers), trisilabenzene (3 isomers), etc. Silabenzenes have been the targets of many theoretical and synthetic studies by organic chemists interested in the question of whether analogs of benzene with Group IV elements heavier than carbon, e.g., silabenzene, stannabenzene and germabenzene—so-called "heavy benzenes"—exhibit aromaticity. Although several heteroaromatic compounds bearing nitrogen, oxygen, and sulfur atoms have been known since the early stages of organic chemistry, silabenzene had been considered to be a transient, un-isolable compound and was detected only in low-temperature matrices or as its Diels-Alder adduct for a long time. In recent years, however, a kinetically stabilized silabenzene and other heavy aromatic compounds with silicon or germanium atoms have been reported. (en) シラベンゼン (silabenzene) は、ベンゼンの炭素をケイ素原子で1つ以上置き換えた構造を持つ複素環式化合物芳香族化合物である。 (ja) Silabenzeen is een heteroaromatische verbinding. Aromatisch wil zeggen dat er in een zesring om en om drie dubbele banden voorkomen. Het voorvoegsel "hetero" betekent dat één of meer van de koolstofatomen vervangen zijn door andere elementen, in dit geval silicium. Silicium staat in het periodiek systeem in dezelfde kolom als koolstof zodat de verbinding zowel vanuit theoretisch als synthetisch oogpunt in de belangstelling staat. Theoretisch is de vraag interessant: hoe aromatisch blijft de benzeenring bij de vervanging van koolstof door silicium. Vanuit synthetisch oogpunt is de vraag: hoe maak je deze verbinding en zorg je dat hij de reactieomstandigheden overleeft, zodat hij bestudeerd kan worden. In figuur 1 rechts zijn een aantal (gesubstitueerde) silabenzenen weergegeven. Hoewel verschillende heteroaromatische verbindingen al lang bekend zijn, zoals pyridine (stikstof op een koolstofplaats), furaan (zuurstof op een koolstofplaats) en thiofeen (zwavel op een koolstofplaats) werd silabenzeen beschouwd als een stof die hooguit als een niet isoleerbare overgangstoestand voorkwam. De stof kon lange tijd alleen aangetoond worden in lage-temperatuur-matrices. De laatste jaren zijn er echter studies gepubliceerd van silabenzeen (en germanabenzeen met germanium in de ring. De synthese verliep daarbij via . (nl) O silabenzeno é um composto heteroaromático contendo um ou mais átomos de silício no lugar de átomos de carbono no benzeno. Uma única substituição dá o próprio silabenzeno; substituições adicionais darão um disilabenzeno (3 isômeros teóricos), trisilabenzeno (4 isômeros), etc. (pt) 硅杂苯是一种杂环芳香化合物，由苯中的碳原子被一个或多个硅原子取代而成。取代一个原子会得到硅杂本身；取代更多的原子可得二硅杂苯（三个理论异构体）、三硅杂苯（三个异构体）等。 硅杂苯一直以来是有机化学家的许多理论和合成研究的对象，他们展开这些研究是为了知道具有比碳重的IV族元素的苯类似物（如硅杂苯、锡杂苯和锗杂苯）——所谓的“重苯”——是否具有芳香性。 虽然在有机化学的早期阶段就已经知道几种含有氮、氧和硫原子的杂环芳香化合物，但硅杂苯被认为是一种瞬态的、不可分离的化合物。它只在低温基质中检测到，在其他环境下只检测到其狄尔斯–阿尔德环加成物。然而，近年来，动力学稳定的硅杂苯和其他含有硅或锗原子的重芳香化合物已被报告。 (zh) |
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| dbp:imagealtl | Structural formula of silabenzene (en) |
| dbp:imagealtr | Ball-and-stick model of the Silabenzene molecule (en) |
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| rdfs:comment | シラベンゼン (silabenzene) は、ベンゼンの炭素をケイ素原子で1つ以上置き換えた構造を持つ複素環式化合物芳香族化合物である。 (ja) O silabenzeno é um composto heteroaromático contendo um ou mais átomos de silício no lugar de átomos de carbono no benzeno. Uma única substituição dá o próprio silabenzeno; substituições adicionais darão um disilabenzeno (3 isômeros teóricos), trisilabenzeno (4 isômeros), etc. (pt) 硅杂苯是一种杂环芳香化合物，由苯中的碳原子被一个或多个硅原子取代而成。取代一个原子会得到硅杂本身；取代更多的原子可得二硅杂苯（三个理论异构体）、三硅杂苯（三个异构体）等。 硅杂苯一直以来是有机化学家的许多理论和合成研究的对象，他们展开这些研究是为了知道具有比碳重的IV族元素的苯类似物（如硅杂苯、锡杂苯和锗杂苯）——所谓的“重苯”——是否具有芳香性。 虽然在有机化学的早期阶段就已经知道几种含有氮、氧和硫原子的杂环芳香化合物，但硅杂苯被认为是一种瞬态的、不可分离的化合物。它只在低温基质中检测到，在其他环境下只检测到其狄尔斯–阿尔德环加成物。然而，近年来，动力学稳定的硅杂苯和其他含有硅或锗原子的重芳香化合物已被报告。 (zh) Silabenzen je aromatická heterocyklická sloučenina tvořená šestičlenným kruhem, kde je v molekule benzenu jeden atom uhlíku nahrazen křemíkem. Nahrazením dalších uhlíkových atomů lze odvodit disilabenzen (který má tři teoreticky možné izomery), trisilabenzen (3 izomery) a další. Silabenzeny byly zahrnuty do mnoha teoretických a syntetických studií, kde bylo zkoumáno, jestli jsou analogy benzenu obsahující prvky 14. skupiny, silabenzen, stannabenzen a germabenzen, aromatické. (cs) A silabenzene is a heteroaromatic compound containing one or more silicon atoms instead of carbon atoms in benzene. A single substitution gives silabenzene proper; additional substitutions give a disilabenzene (3 theoretical isomers), trisilabenzene (3 isomers), etc. Silabenzenes have been the targets of many theoretical and synthetic studies by organic chemists interested in the question of whether analogs of benzene with Group IV elements heavier than carbon, e.g., silabenzene, stannabenzene and germabenzene—so-called "heavy benzenes"—exhibit aromaticity. (en) Silabenzeen is een heteroaromatische verbinding. Aromatisch wil zeggen dat er in een zesring om en om drie dubbele banden voorkomen. Het voorvoegsel "hetero" betekent dat één of meer van de koolstofatomen vervangen zijn door andere elementen, in dit geval silicium. Silicium staat in het periodiek systeem in dezelfde kolom als koolstof zodat de verbinding zowel vanuit theoretisch als synthetisch oogpunt in de belangstelling staat. Theoretisch is de vraag interessant: hoe aromatisch blijft de benzeenring bij de vervanging van koolstof door silicium. Vanuit synthetisch oogpunt is de vraag: hoe maak je deze verbinding en zorg je dat hij de reactieomstandigheden overleeft, zodat hij bestudeerd kan worden. In figuur 1 rechts zijn een aantal (gesubstitueerde) silabenzenen weergegeven. (nl) |
| rdfs:label | Silabenzen (cs) シラベンゼン (ja) Silabenzeen (nl) Silabenzeno (pt) Silabenzene (en) 硅杂苯 (zh) |
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