Oxocarbenium (original) (raw)
Un ion oxocarbenio es una forma canónica de carbocation, real o hipotético, que ubica la carga positiva sobre un átomo de oxígeno. Son un estado de transición común en la hidrólisis de enlaces glicosídicos, y son empleados como una estrategia común para la glicosilación química. Estos iones han sido propuestos como estados de transición en un gran número de transformaciones químicas, y han sido utilizados en la síntesis total de numerosos productos naturales. En adición, aparecen con frecuencia en mecanismos de biosíntesis e hidrólisis catalizadas por enzimas de carbohidratos en la naturaleza.
| Property | Value |
|---|---|
| dbo:abstract | Un ion oxocarbenio es una forma canónica de carbocation, real o hipotético, que ubica la carga positiva sobre un átomo de oxígeno. Son un estado de transición común en la hidrólisis de enlaces glicosídicos, y son empleados como una estrategia común para la glicosilación química. Estos iones han sido propuestos como estados de transición en un gran número de transformaciones químicas, y han sido utilizados en la síntesis total de numerosos productos naturales. En adición, aparecen con frecuencia en mecanismos de biosíntesis e hidrólisis catalizadas por enzimas de carbohidratos en la naturaleza. (es) An oxocarbenium ion (or oxacarbenium ion) is a chemical species characterized by a central sp2-hybridized carbon, an oxygen substituent, and an overall positive charge that is delocalized between the central carbon and oxygen atoms. An oxocarbenium ion is represented by two limiting resonance structures, one in the form of a carbenium ion with the positive charge on carbon and the other in the form of an oxonium species with the formal charge on oxygen. As a resonance hybrid, the true structure falls between the two. Compared to neutral carbonyl compounds like ketones or esters, the carbenium ion form is a larger contributor to the structure. They are common reactive intermediates in the hydrolysis of glycosidic bonds, and are a commonly used strategy for chemical glycosylation. These ions have since been proposed as reactive intermediates in a wide range of chemical transformations, and have been utilized in the total synthesis of several natural products. In addition, they commonly appear in mechanisms of enzyme-catalyzed biosynthesis and hydrolysis of carbohydrates in nature. Anthocyanins are natural flavylium dyes, which are stabilized oxocarbenium compounds. Anthocyanins are responsible for the colors of a wide variety of common flowers such as pansies and edible plants such as eggplant and blueberry. (en) |
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| gold:hypernym | dbr:Form |
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| rdfs:comment | Un ion oxocarbenio es una forma canónica de carbocation, real o hipotético, que ubica la carga positiva sobre un átomo de oxígeno. Son un estado de transición común en la hidrólisis de enlaces glicosídicos, y son empleados como una estrategia común para la glicosilación química. Estos iones han sido propuestos como estados de transición en un gran número de transformaciones químicas, y han sido utilizados en la síntesis total de numerosos productos naturales. En adición, aparecen con frecuencia en mecanismos de biosíntesis e hidrólisis catalizadas por enzimas de carbohidratos en la naturaleza. (es) An oxocarbenium ion (or oxacarbenium ion) is a chemical species characterized by a central sp2-hybridized carbon, an oxygen substituent, and an overall positive charge that is delocalized between the central carbon and oxygen atoms. An oxocarbenium ion is represented by two limiting resonance structures, one in the form of a carbenium ion with the positive charge on carbon and the other in the form of an oxonium species with the formal charge on oxygen. As a resonance hybrid, the true structure falls between the two. Compared to neutral carbonyl compounds like ketones or esters, the carbenium ion form is a larger contributor to the structure. They are common reactive intermediates in the hydrolysis of glycosidic bonds, and are a commonly used strategy for chemical glycosylation. These ions (en) |
| rdfs:label | Oxocarbenio (es) Oxocarbenium (en) |
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