2020
DOI: 10.1021/jacs.0c09519
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Supramolecular Relay-Control of Organocatalysis with a Hemithioindigo-Based Molecular Motor

Abstract: Integration of individual molecular components such as molecular motors or switches into larger meta-functional systems represents a current challenge at the forefront of molecular machine research. Here we present a modular supramolecular approach to relay the photoinduced geometry changes of a hemithioindigo based molecular motor into catalytic efficiency of a chemical reaction. Using the intrinsic chemical nature of the motor for recognition of different hydrogenbonding organocatalysts a greater than 10-fol… Show more

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Cited by 42 publications
(38 citation statements)
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“…Light-driven rotary molecular motors have been used in many elds already, ranging from smart materials and surface anchoring, to catalysis and biomolecular technology. 43,84,85,129,145,[153][154][155] For effective integration into more complex, functional molecular systems, it is important to have an idea of which motor scaffold would be best tailored for each potential purpose.…”
Section: Discussionmentioning
confidence: 99%
See 1 more Smart Citation
“…Light-driven rotary molecular motors have been used in many elds already, ranging from smart materials and surface anchoring, to catalysis and biomolecular technology. 43,84,85,129,145,[153][154][155] For effective integration into more complex, functional molecular systems, it is important to have an idea of which motor scaffold would be best tailored for each potential purpose.…”
Section: Discussionmentioning
confidence: 99%
“…Since then, these motors have been used in switchable catalysis, 84 functionalised for attachment to metal surfaces, 85 and the rotation of the motor has been used to bias and actively accelerate the rotation of a remotely attached biaryl axis. 86,87 In addition to their general design (vide supra), the Dube group has developed a few HTI-based motors that have an entirely different mode of rotation; these structures operate through the light-driven rotation of a single-bonded group about a central alkene bond.…”
Section: Rotation Cyclementioning
confidence: 99%
“…1 ) 27,28 or hydrogen bonding driven recognition. 54 For example, we presented a bis-HTI receptor 1 that folds into a helix in its high affinity state in response to blue light irradiation and planarizes into a low affinity state after heating. 27 Subsequently we devised two different molecular tweezers 55–59 motives 2 and 3 that respond reversibly to the same wavelengths of light with opposite affinity changes.…”
Section: Introductionmentioning
confidence: 99%
“…The most prominent photoswitches stilbenes, azobenzenes, spiropyranes, and diarylethenes have already led to countless applications and uses in fields spanning the molecular, material or biomedical sciences. They represent fundamental switching units for synthetic molecular machines, [1][2][3][4][5][6][7][8][9][10] photopharmacology, [11][12][13][14][15][16] light-controlled catalysts [17][18][19][20][21][22][23][24] or materials research [25][26][27][28][29][30] to name only a few examples. In their wake a number of novel molecular photoswitch architectures have been developed, 31 which bring a suite of different geometrical and electronic changes to the table greatly expanding the toolbox of molecular engineering.…”
Section: Introductionmentioning
confidence: 99%