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Comentario sobre "La activación del metano a CH3+: una vía industrial selectiva para el ácido metanesulfónico"

Vladislav A Roytman¹, Daniel A Singleton²

¹Department of Chemistry, Texas A&M University, College Station, TX 77842, USA.

Science (New York, N.Y.)

|May 11, 2019

Resumen

Se propone la conversión del metano en ácido metanesulfónico mediante una reacción en cadena catiónica. Sin embargo, este mecanismo propuesto para la funcionalización del metano no es químicamente plausible debido a varios factores.

Área de la Ciencia:

Mecanismos de la reacción química
Química orgánica
Catálisis

Sus antecedentes:

La conversión selectiva de metano en productos químicos valiosos sigue siendo un desafío importante en la química.
Un informe reciente propuso un mecanismo de reacción en cadena catiónica para la conversión de metano en ácido metanesulfónico.

Objetivo del estudio:

Evaluar la plausibilidad química del mecanismo de reacción en cadena catiónica propuesto para la conversión de metano.
Identificar las limitaciones e inconsistencias dentro de la vía de reacción propuesta.

Principales métodos:

Análisis teórico de los intermedios de reacción y los estados de transición propuestos.
Evaluación de la reactividad de los intermedios propuestos (CH3+ y SO3) en el entorno de reacción.
Evaluación de la estabilidad termodinámica del producto intermedio propuesto (CH3-S(O) 2O+).

Principales resultados:

El mecanismo propuesto que implica un catión CH3+ no es plausible debido a su alta reactividad con disolventes comunes.
El átomo de azufre en el trióxido de azufre (SO3) no es nucleófilo, por lo que la adición de CH3+ es poco probable.
El intermedio propuesto CH3-S(O) 2 O+ es energéticamente inestable.

Conclusiones:

El mecanismo de reacción en cadena catiónica reportado para la conversión selectiva de metano en ácido metanesulfónico es químicamente inverosímil.
La alta reactividad del CH3+, la no nucleofilia del SO3 y la inestabilidad del intermedio propuesto desafían el mecanismo propuesto.

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