2017
DOI: 10.1002/chem.201605598
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Optically Active Phenylethene Dimers Based on Planar Chiral Tetrasubstituted [2.2]Paracyclophane

Abstract: Optically active phenylethene dimers based on a planar chiral 4,7,12,15-tetrasubstituted [2.2]paracyclophane were synthesized. We succeeded in controlling the molecular motion by binding luminophores in close proximity with the [2.2]paracyclophane scaffold. For example, aggregation-induced emission (AIE)-active luminophores were converted to show intense photoluminescence (PL) even in a diluted solution at room temperature and the resulting compound worked as a single-molecule thermoresponsible material around… Show more

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Cited by 56 publications
(30 citation statements)
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“…As indicated, mirror‐image CD and CPL spectra were obtained, with positive and negative signals being observed for the ( S p )‐ and ( R p )‐isomers, respectively, in the longest wavelength regions. This mirror‐image relationship was comparable to those previously reported for X‐shaped molecules based on polyaryleneethynylenes [4d,e, 10a] and polyarylenevinylenes [10b] . In addition, they were opposite signs to the V‐shaped polyarylenes that were recently prepared [11] .…”
Section: Resultssupporting
confidence: 89%
“…As indicated, mirror‐image CD and CPL spectra were obtained, with positive and negative signals being observed for the ( S p )‐ and ( R p )‐isomers, respectively, in the longest wavelength regions. This mirror‐image relationship was comparable to those previously reported for X‐shaped molecules based on polyaryleneethynylenes [4d,e, 10a] and polyarylenevinylenes [10b] . In addition, they were opposite signs to the V‐shaped polyarylenes that were recently prepared [11] .…”
Section: Resultssupporting
confidence: 89%
“…Besides this fundamental curiosity, PCP has received increasing attention for its wide applications as a planar chiral ligands in asymmetric synthesis, purely carbon and hydrogen based optical materials, molecular junctions and as a rigid backbone in light‐emitting diode TADF emitters …”
Section: Introductionmentioning
confidence: 99%
“…Chujo and co‐workers further reported optically active PC compounds to study the influence of aggregation on emission properties . They prepared enantiopure samples of compound 26a (R = phenyl) from 47 , together with an analogue comprising an extended peripheral π‐system.…”
Section: Bis(ps‐meta)‐para‐homo‐tetrasubstituted [22]paracyclophanesmentioning
confidence: 99%
“…Synthesis of the series of chiral CP comprising dendrimers 57 and the X‐shaped molecules 58 and 59 for aggregation studies, the extended model compounds 60 and 61 , which were analyzed as CPL emitters, and the V‐shaped model compound 63 …”
Section: Bis(ps‐meta)‐para‐homo‐tetrasubstituted [22]paracyclophanesmentioning
confidence: 99%