2020
DOI: 10.1021/jacs.0c08249
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Abstract: Unidirectional molecular rotation based on alternating photochemical and thermal isomerizations of overcrowded alkenes is well established, but rotary cycles based purely on photochemical isomerizations are rare. Herein we report three new second-generation molecular motors featuring a phosphorus center in the lower half, which engenders a unique element of axial chirality. These motors exhibit unusual behavior, in that all four diastereomeric states can interconvert solely photochemically. Kinetic analysis an… Show more

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Cited by 29 publications
(45 citation statements)
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“…The presence of THI steps hinders the rotation of LDMRMs at lower temperatures and also limits the rotation speed and unidirectionality of the LDMRMs [ 14 , 16 , 17 , 18 , 19 , 20 ]. Therefore, reducing the THI steps is an ongoing research challenge [ 18 , 19 , 20 , 21 , 22 , 23 , 24 ]. On the theory side, by introducing a chiral hydrogen bond environment, García-Iriepa et al [ 18 ] proposed a two-stroke photon-only LDMRM, which was predicted to complete the unidirectional rotation with only two photochemical steps (no thermal steps are involved in the mechanism).…”
Section: Introductionmentioning
confidence: 99%
“…The presence of THI steps hinders the rotation of LDMRMs at lower temperatures and also limits the rotation speed and unidirectionality of the LDMRMs [ 14 , 16 , 17 , 18 , 19 , 20 ]. Therefore, reducing the THI steps is an ongoing research challenge [ 18 , 19 , 20 , 21 , 22 , 23 , 24 ]. On the theory side, by introducing a chiral hydrogen bond environment, García-Iriepa et al [ 18 ] proposed a two-stroke photon-only LDMRM, which was predicted to complete the unidirectional rotation with only two photochemical steps (no thermal steps are involved in the mechanism).…”
Section: Introductionmentioning
confidence: 99%
“…The inuence of structural changes on the rotational speed of molecular motors involving rate-determining thermal steps is established, 129,130 however increasing the speed of the photochemical steps is less well understood. The prospect of photon-only powered molecular motors is a very promising one, 71,80 however the unidirectionality of such systems is not so simple to control without thermal ratcheting steps in the ground state. Further development of molecular motors powered solely by photonic energy, particularly with orthogonal switching wavelengths, may be particularly interesting for multi-motor systems and information processing.…”
Section: Discussionmentioning
confidence: 99%
“…For example in the phosphine-based second-generation molecular motors, the introduction of a three-step rotation cycle by heating the system offers a simple way to bypass one of the four states. 80 For the imine motors, the opportunity to tune whether the motor operates via a two-or four-step rotation cycle is a unique aspect. 35 When comparing rstand secondgeneration overcrowded alkene-based motors, the energy difference in the thermal barriers for the rst-generation motors brings inherent complexity into the system, 36,76 whereas this characteristic is not present in second-generation motors.…”
Section: Rotation Cyclementioning
confidence: 99%
See 1 more Smart Citation
“…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%