Dissymmetric Chiral Poly(diphenylacetylene)s: Secondary Structure Elucidation and Dynamic Luminescence

Freire, Félix; Tarrío, Juan José; Rodríguez, Rafael; Fernández, Berta; Quiñoá, Emilio

doi:10.1002/anie.202115070

Cited by 23 publications

(13 citation statements)

References 129 publications

(177 reference statements)

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“…Two different equations are obtained depending on the helical scaffold adopted by poly−2, a cis-transoidal helix in THF, and a more compressed cis-cisoidal structure in CHCl 3 . This equation is different from those obtained for the poly[(R)-1 r -co-(S)-1 (1−r) ] copolymer series (3,4)…”

Section: Photochemical Electrocyclization Studiescontrasting

confidence: 85%

Screw sense excess and reversals of helical polymers in solution

et al. 2023

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The helix reversal is a structural motif found in helical polymers in the solid state, but whose existence is elusive in solution. Herein, we have shown how the photochemical electrocyclization (PEC) of poly(phenylacetylene)s (PPAs) can be used to determine not only the presence of helix reversals in polymer solution, but also to estimate the screw sense excess. To perform these studies, we used a library of well folded PPAs and different copolymers series made by enantiomeric comonomers that show chiral conflict effect. The results obtained indicate that the PEC of a PPA will depend on the helical scaffold adopted by the PPA backbone and on its folding degree. Then, from these studies it is possible to determine the screw sense excess of a PPA, highly important in applications such as chiral stationary phases in HPLC or asymmetric synthesis.

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Section: Photochemical Electrocyclization Studiescontrasting

confidence: 85%

Screw sense excess and reversals of helical polymers in solution

et al. 2023

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“…demonstrated that dynamic CPL switch for chiral poly(diphenylacetylene) could be realized by using donor/non‐donor solvents. [ 125 ]…”

Section: Preparation Of Polymer‐based Circularly Polarized Luminescen...mentioning

confidence: 99%

Polymer‐Based Circularly Polarized Luminescent Materials

Zhong

Zhao

Deng

2023

Advanced Optical Materials

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Chiral materials capable of generating circularly polarized luminescence (CPL) have gained rapidly growing research interest by virtue of their peculiar photophysical characteristics and far‐reaching applications. Amongst various CPL materials, polymer‐based CPL materials have constituted an important class owing to their abundant types, ease of manufacture, high thermal stability, as well as, tunable properties. The present work reviews the latest advances in constructing polymer‐based CPL materials, which are classified based on the interaction modes between chiral and luminescent components, that is, covalent interaction, non‐covalent interaction, as well as, without covalent and non‐covalent interactions. The newly emerging categories of polymer‐based CPL materials, that is, nonconventional fluorescence‐based CPL materials, circularly polarized room temperature phosphorescence, and polymer‐based CPL materials with thermally activated delayed fluorescence properties are also presented. Typical applications of the polymer‐based CPL emitters in organic light‐emitting diodes, information security encryption, and optical sensors are further discussed. Additionally, the current challenges and future perspectives in this field are summarized. This review article is expected to stimulate more unprecedented achievements derived from polymer‐based CPL materials, thus further promoting their future practical applications.

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“…Dynamic helical polymers have attracted the attention of the scientific community during the last decades due to their stimuli‐responsive properties, [1–6] which allow tuning their helical sense [7–9] or elongation, [10–14] once they have been prepared, via external stimuli such as temperature, pH, chiral additives, cations, or anions among others [15–24] . Moreover, helical polymers find applications in other fields such as asymmetric synthesis, [25–27] or chiral stationary phases in High Performance Liquid Chromatography (HPLC), [28, 29] due to their structure/function relationship.…”

Section: Introductionmentioning

confidence: 99%

Dynamic Axial‐to‐Helical Communication Mechanism in Poly[(allenylethynylenephenylene)acetylene]s under External Stimuli

et al. 2023

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Helix inversion in chiral dynamic helical polymers is usually achieved by conformational changes at the pendant groups induced through external stimuli. Herein, a different mechanism of helix inversion in poly(phenylacetylene)s (PPAs) is presented, based on the activation/deactivation of supramolecular interactions. We prepared poly[(allenylethynylenephenylene)acetylene]s (PAEPAs) in which the pendant groups are conformationally locked chiral allenes. Therefore, their substituents are placed in specific spatial orientations. As a result, the screw sense of a PAEPA is fixed by the allenyl substituent with the optimal size/distance relationship to the backbone. This helical sense command can be surpassed by supramolecular interactions between another substituent on the allene and appropriate external stimuli, such as amines. So, a helix inversion occurs through a novel axial‐to‐helical communication mechanism, opening a new scenario for taming the helices of chiral dynamic helical polymers.

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Dissymmetric Chiral Poly(diphenylacetylene)s: Secondary Structure Elucidation and Dynamic Luminescence

Cited by 23 publications

References 129 publications

Screw sense excess and reversals of helical polymers in solution

Screw sense excess and reversals of helical polymers in solution

Polymer‐Based Circularly Polarized Luminescent Materials

Dynamic Axial‐to‐Helical Communication Mechanism in Poly[(allenylethynylenephenylene)acetylene]s under External Stimuli

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