pH‐Dependent Conformational Switching in 2,6‐Benzamidodiphenylacetylenes

Molecular machines are at the frontier of biology and chemistry. The ability to control molecular motion and emulating the movement of biological systems are major steps towards the development of responsive and adaptive materials. Amazing progress has been seen for the design of molecular machines including light‐induced unidirectional rotation of overcrowded alkenes. However, the feasibility of inducing unidirectional rotation about a single bond as a result of chemical conversion has been a challenging task. In this Review, an overview of approaches towards the design, synthesis, and dynamic properties of different classes of atropisomers which can undergo controlled switching or rotation under the influence of a chemical stimulus is presented. They are categorized as molecular switches, rotors, motors, and autonomous motors according to their type of response. Furthermore, we provide a future perspective and challenges focusing on building sophisticated molecular machines.

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Chemically Driven Rotatory Molecular Machines

Mondal

Toyoda

Costil

et al. 2022

Angewandte Chemie

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Catalytic Reversible (De)hydrogenation To Rotate a Chemically Fueled Molecular Switch

et al. 2022

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We report here the development of a rotating molecular switch based on metal-catalyzed reversible (de)-hydrogenation. Under an argon atmosphere, acceptorless dehydrogenation induces a switch from an alcohol to a ketone, while reversing to a hydrogen pressure switches back the system to the alcohol. Based on a tolane scaffold, such reversible (de)-hydrogenation enables 180°rotation. The absence of waste accumulation in a switch relying on chemical stimuli is of great significance and could potentially be applied to the design of efficient complex molecular machines.

show abstract

Chemically Driven Rotatory Molecular Machines

et al. 2022

View full text Add to dashboard Cite

Molecular machines are at the frontier of biology and chemistry. The ability to control molecular motion and emulating the movement of biological systems are major steps towards the development of responsive and adaptive materials. Amazing progress has been seen for the design of molecular machines including light-induced unidirectional rotation of overcrowded alkenes. However, the feasibility of inducing unidirectional rotation about a single bond as a result of chemical conversion has been a challenging task. In this Review, an overview of approaches towards the design, synthesis, and dynamic properties of different classes of atropisomers which can undergo controlled switching or rotation under the influence of a chemical stimulus is presented. They are categorized as molecular switches, rotors, motors, and autonomous motors according to their type of response. Furthermore, we provide a future perspective and challenges focusing on building sophisticated molecular machines.

show abstract

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pH‐Dependent Conformational Switching in 2,6‐Benzamidodiphenylacetylenes

Cited by 6 publications

References 42 publications

Chemically Driven Rotatory Molecular Machines

Chemically Driven Rotatory Molecular Machines

Catalytic Reversible (De)hydrogenation To Rotate a Chemically Fueled Molecular Switch

Chemically Driven Rotatory Molecular Machines

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