Chiroptical molecular switch

Feringa, Bernard; Jager, Wolter F.; Lange, Ben de; Meijer, E. W.

doi:10.1021/ja00014a057

Cited by 170 publications

(99 citation statements)

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“…In the B.L.F. group, chiroptical switches have evolved into unidirectionally rotating molecular motors (14)(15)(16)(17). In fact, an internal, 360°rotation was induced in one specific direction (i.e., clockwise or counterclockwise) upon input of photons and thermal energy.…”

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Optimizing rotary processes in synthetic molecular motors

Geertsema

Molen

Martens

et al. 2009

Proc. Natl. Acad. Sci. U.S.A.

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We deal with the issue of quantifying and optimizing the rotation dynamics of synthetic molecular motors. For this purpose, the continuous four-stage rotation behavior of a typical light-activated molecular motor was measured in detail. All reaction constants were determined empirically. Next, we developed a Markov model that describes the full motor dynamics mathematically. We derived expressions for a set of characteristic quantities, i.e., the average rate of quarter rotations or ''velocity,'' V, the spread in the average number of quarter rotations, D, and the dimensionless Pé clet number, Pe ‫؍‬ V/D. Furthermore, we determined the rate of full, four-step rotations (⍀ eff), from which we derived another dimensionless quantity, the ''rotational excess,'' r.e. This quantity, defined as the relative difference between total forward (⍀ ؉) and backward (⍀؊) full rotations, is a good measure of the unidirectionality of the rotation process. Our model provides a pragmatic tool to optimize motor performance. We demonstrate this by calculating V, D, Pe, ⍀ eff, and r.e. for different rates of thermal versus photochemical energy input. We find that for a given light intensity, an optimal temperature range exists in which the motor exhibits excellent efficiency and unidirectional behavior, above or below which motor performance decreases. Markov model ͉ unidirectional rotation

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confidence: 99%

Optimizing rotary processes in synthetic molecular motors

Geertsema

Molen

Martens

et al. 2009

Proc. Natl. Acad. Sci. U.S.A.

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“…Irradiation of pure (M)-cis-15 with light at 300 nanometers resulted in an isomerization (Fig. 3B) to (P)-trans-15 at a ratio of 64% (M)-cis-15 and 36% (P)-trans-15, which is referred to as a photostationary state in the JACS communication authored by Feringa and coworkers (22). Irradiation at a higher energy (i.e., 250 nanometers) resulted in a slightly different (M)-cis-15 to (P)-trans-15 ratio of 68-32%, respectively.…”

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confidence: 98%

“…After obtaining his doctorate in 1978, Feringa went to work for Shell Laboratories in Amsterdam, and later in Sittingbourne in the United Kingdom, before becoming a Lecturer in Organic Chemistry at the University of Groningen in 1984. In 1988, Feringa was appointed successor of his doctorate advisor, Hans Wynberg, and it was around this time in 1991 that the first chiroptical molecular switch (22) was born (Fig. 3A, under 1991).…”

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Profile of Jean-Pierre Sauvage, Sir J. Fraser Stoddart, and Bernard L. Feringa, 2016 Nobel Laureates in Chemistry

Barnes

Mirkin

2017

Proc. Natl. Acad. Sci. U.S.A.

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“…1 Extensive research efforts on inherently dissymmetric overcrowded alkenes in our group resulted in the development of the first chiroptical molecular switches. 2 A highly desirable property of photochromic compounds is gated response 1, 3 , which means that photoresponsive effects are blocked upon irradiation unless another external stimulation, either chemical or physical, is applied. Recently Lehn and co-workers published the first dual-mode electro-optic switch that is completely stable at room temperature.…”

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