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A persistent carbene (also known as stable carbene) is a type of carbene demonstrating particular stability. The best-known examples and by far largest subgroup are the N-heterocyclic carbenes (NHC) (sometimes called Arduengo carbenes), for example diaminocarbenes with the general formula (R2N)2C:, where the four R moieties are typically alkyl and aryl groups. The groups can be linked to give heterocyclic carbenes, such as those derived from imidazole, imidazoline, thiazole or triazole.

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  • Stabilní karbeny (cs)
  • Carbeno persistente (es)
  • Persistent carbene (en)
  • Stabiel carbeen (nl)
  • 稳定卡宾 (zh)
rdfs:comment
  • Een stabiel carbeen is in tegenstelling tot de al langer bekende carbenen een deeltje dat een zodanig grote halfwaardetijd heeft dat directe observatie ervan mogelijk is. Van sommige van deze deeltjes is de stabiliteit zelfs zo groot dat ze thermodynamisch stabiel zijn. Een algemeen kenmerk van stabiele carbenen is dat het carbeencetrum meestal geflankeerd wordt door twee atomen die over vrije elektronenparen beschikken, zoals stikstof, zuurstof, zwavel of fosfor. (nl)
  • 稳定卡宾(英语:persistent carbene或stable carbene)是一类表现出特殊稳定性的卡宾。最著名的例子和迄今最大的支类是N-杂环卡宾(简称为NHC),以具有通式(R2N)2C: 的卡宾为例,其中R可以是烷基或芳基,这些基团可以相互连接得到杂环结构,并且在生物转化过程和催化领域中有独特的反应性和选择性,如由咪唑、咪唑啉、噻唑或三唑衍生而来的稳定卡宾。 传统的卡宾类物质被认为是反应性极强的活性中间体,只能在反应中捕获以进行研究,但随着稳定卡宾的发现出现了转机。尽管如此,稳定卡宾依然是反应性很强的物质,会自发地的变为二聚体,许多稳定卡宾在合适条件下可以作为纯物质分离,并保存一段时间。 稳定卡宾大多是单线态卡宾,其特殊稳定性可能有取代基团空间位阻大的原因。一些单线态卡宾在热力学上是稳定的,可以分离并保存;一些则会缓慢地变为二聚物。与之相对,三线态卡宾的半衰期通常以秒为单位,可以被观测到但无法储存。 (zh)
  • Stabilní karbeny jsou chemické sloučeniny patřící mezi karbeny, které vykazují určitou stabilitu. Jejich nejpočetnější skupinou jsou N-heterocyklické karbeny (NHC) (někdy nazývané Arduengovy karbeny), jako jsou diaminokarbeny s obecným vzorcem (R2N)2C:, kde R jsou alkylové nebo arylové skupiny. Skupiny mohou být propojeny heterocyklickými karbeny, odvozenými například od imidazolu, imidazolinu, thiazolu nebo triazolu. (cs)
  • Un carbeno persistente (también conocido como carbeno estable o carbeno Arduengo) es un tipo de carbeno que demuestra estabilidad particular, a pesar de ser también un intermediario reactivo. La inestabilidad en estos carbonos involucra reactividad con sustratos, o (ver equilibrio de Wanzlick). Los carbenos persistentes pueden existir en el estado singulete o el estado triplete, siendo el estado singulete el más estable. (es)
  • A persistent carbene (also known as stable carbene) is a type of carbene demonstrating particular stability. The best-known examples and by far largest subgroup are the N-heterocyclic carbenes (NHC) (sometimes called Arduengo carbenes), for example diaminocarbenes with the general formula (R2N)2C:, where the four R moieties are typically alkyl and aryl groups. The groups can be linked to give heterocyclic carbenes, such as those derived from imidazole, imidazoline, thiazole or triazole. (en)
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