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Dynamic Control of Chiral Space in a Catalytic Asymmetric Reaction Using a Molecular Motor

Wang, Jiaobing ; Feringa, Ben L.

Science (American Association for the Advancement of Science), 2011-03, Vol.331 (6023), p.1429-1432 [Periódico revisado por pares]

Washington, DC: American Association for the Advancement of Science

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Título:
Dynamic Control of Chiral Space in a Catalytic Asymmetric Reaction Using a Molecular Motor
Autor: Wang, Jiaobing ; Feringa, Ben L.
Assuntos: Alicyclic compounds ; Alicyclic compounds, terpenoids, prostaglandins, steroids ; Catalysis ; Catalysts ; Catalysts: preparations and properties ; Chemistry ; Chirality ; Enantiomers ; Exact sciences and technology ; General and physical chemistry ; Irradiation ; Isomerization ; Isomers ; Motor ability ; Organic chemistry ; Photochemistry ; Physical chemistry of induced reactions (with radiations, particles and ultrasonics) ; Preparations and properties ; Spectral index ; Stators ; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry ; Thiols
É parte de: Science (American Association for the Advancement of Science), 2011-03, Vol.331 (6023), p.1429-1432
Notas: ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
Descrição: Enzymes and synthetic chiral catalysts have found widespread application to produce single enantiomers, but in situ switching of the chiral preference of a catalytic system is very difficult to achieve. Here, we report on a light-driven molecular motor with integrated catalytic functions in which the stepwise change in configuration during a 360° unidirectional rotary cycle governs the catalyst performance both with respect to activity and absolute stereocontrol in an asymmetric transformation. During one full rotary cycle, catalysts are formed that provide either racemic (R,S) or preferentially the R or the S enantiomer of the chiral product of a conjugate addition reaction. This catalytic system demonstrates how different molecular tasks can be performed in a sequential manner, with the sequence controlled by the directionality of a rotary cycle.
Editor: Washington, DC: American Association for the Advancement of Science
Idioma: Inglês

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Dynamic Control of Chiral Space in a Catalytic Asymmetric Reaction Using a Molecular Motor

Wang, Jiaobing ; Feringa, Ben L.

Washington, DC: American Association for the Advancement of Science

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