Achiral organoiodine-functionalized helical polyisocyanides for multiple asymmetric dearomative oxidations

Wu, Zong‐Quan; Song, Xue; Li, Yan-Xiang; Zhou, Li; Zhu, Yuan‐Yuan; Chen, Zheng; Liu, Na

doi:10.1038/s41467-023-36327-0

Cited by 21 publications

(7 citation statements)

References 70 publications

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“…To achieve C-dots-based CPRTP materials, selecting an appropriate chiral source and building an efficient chirality transfer process from the chiral source to the C-dots are necessary. The stereohelical structure endows chiral helical polymers with a high level chirality and intense optical activity unmatched by small molecules. − Interesting phenomena such as the “chiral amplification effect” and “majority rules” further enable chiral helical polymers to become excellent candidates for constructing CPL materials. , In our previous studies, we have prepared CPL-active chiral helical polyacetylenes with high g lum values up to 10 –1 , which proves the feasibility of fabricating CPL materials based on chiral helical polymers . Moreover, we have found that chiral helical polymers can serve as handed-selective fluorescence filters to transform achiral fluorescence into circularly polarized light even in the absence of any covalent bond or noncovalent bond interaction between chiral components and fluorescent components .…”

Section: Introductionmentioning

confidence: 76%

Intense Circularly Polarized Fluorescence and Room-Temperature Phosphorescence in Carbon Dots/Chiral Helical Polymer Composite Films

Yang

et al. 2023

ACS Nano

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Chiral carbon dots (C-dots) with a circularly polarized fluorescence (CPF) property have attracted tremendous attention due to their significant applications in chiral optoelectronics and theranostics. However, constructing circularly polarized room-temperature phosphorescent (CPRTP) C-dots remains a great challenge. Herein, a strategy is established to achieve efficient CPF and CPRTP emissions in C-dots/chiral helical polymer bilayer composite film. Taking advantage of the chiral filter effect of chiral helical polymer, intense CPF and CPRTP emissions with large dissymmetric factors up to 1.4 × 10–1 and 1.2 × 10–2 are respectively obtained, even though there is only a simple interface contact between the C-dots layer and the chiral helical polymer layer. More importantly, white-color CPF emission and multiple information display and encryption are further realized based on the prepared chiral luminescent composite films.

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Section: Introductionmentioning

confidence: 76%

Intense Circularly Polarized Fluorescence and Room-Temperature Phosphorescence in Carbon Dots/Chiral Helical Polymer Composite Films

Yang

et al. 2023

ACS Nano

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“…Biomacromolecules, such as proteins and deoxyribonucleic acid (DNA), usually adopt a one-handed helix to attain vital functionalities . Inspired by the helices in nature, artificial helical polymers have triggered considerable research effort. − With the advancements in synthetic chemistry, a handful of helical polymers have been developed, such as polyisocyanides, polyallenes, polycarbenes, polyacetylene, polyisocyanates, polysilanes, poly(quinoxaline-2,3-diyl)s, polyguanidines, and poly(terphenyl vinyl). − Helical polymers have been used for chiral resolution, asymmetric catalysis, and circularly polarized luminescence (CPL), besides several other applications. − Single-handed helical polymers with a rigid backbone usually possess excellent self-assembling properties. , Incorporating these polymers into the π-conjugated polymers can induce asymmetric self-assembly of the resulting block copolymers, yielding chiral nanostructures with distinct chiroptical properties and functionalities. The block copolymers are able to self-assemble via crystallization and microphase separation processes .…”

Section: Introductionmentioning

confidence: 99%

Helix-Induced Asymmetric Self-Assembly of π-Conjugated Block Copolymers: From Controlled Syntheses to Distinct Properties

Liu,

Gao,

2023

Acc. Chem. Res.

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Metrics & MoreArticle Recommendations CONSPECTUS: π-Conjugated polymers have gained significant interest because of their potential applications in optoelectronics, bioelectronics, and other domains. The controlled synthesis of π-conjugated block polymers optimizes their performance and enables novel properties and functions. However, precise control of the self-assembled architectures of π-conjugated polymers remains a formidable challenge. Inspired by the precise helical architectures of biomacromolecules, the helical polymers and the supramolecular helical assemblies have gained significant attention. Helical polymers with an excess of one-handed helicity can be optically active with a strong tendency toward selfassembly. Incorporating a helical polymer into a π-conjugated polymer can induce asymmetric helical assemblies, leading to novel chiral materials with unique functionalities.To control the self-assembly of architectures, π-conjugated polymers are usually synthesized into block copolymers by incorporating a polymer with selfassembling characteristics. Although various π-conjugated block copolymers have been produced, precise and asymmetric selfassembly is still challenging and has rarely been addressed. Incorporating helical polymers into the π-conjugated polymers can induce a precise and asymmetric self-assembly, which transfers the chirality of the helical polymer block to the π-conjugated polymer, resulting in chiral supramolecular architectures with unique chiroptical properties and functionalities. However, synthesizing hybrid block copolymers containing two distinct polymer blocks is complicated. Some general strategies such as connecting the chain ends of two preformed homopolymers and extending the chain of a prefabricated π-conjugated polymer with a second monomer are timeconsuming and require complex synthetic protocols. Therefore, developing novel strategies for the facile synthesis of π-conjugated block copolymers with a predictable molar mass, low dispersity, and tunable composition is of practical importance.Recently, we investigated a controlled synthesis of helical polyisocyanides, helical polyallenes, and helical polycarbenes by developing advanced Pd(II) and Ni(II) catalysts. These helical polymers were successfully incorporated into π-conjugated polymers, including polythiophene, polyfluorene, and poly(phenyleneethynylene), via a one-pot sequential living block polymerization of the two distinct monomers using Pd(II)-or Ni(II)-complexes as catalysts. As a result, a variety of well-defined π-conjugated block copolymers containing helical polymeric blocks were readily synthesized. Although the copolymerized monomers possess different structures and polymerization mechanisms, the one-pot block copolymerization followed a living polymerization mechanism and provided the desired π-conjugated block copolymers in high yields with controlled molar mass, narrow size distribution, and tunable composition.Remarkably, the helical polymeric block induces the π-conjugated block copolymer asymmetric...

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“…The interactions not only control the colorimetric reversibility of PDA materials but can also modulate the colorimetric temperature ranges. 19–28…”

Section: Introductionmentioning

confidence: 99%

Recent progress in the design of conjugated polydiacetylenes with reversible thermochromic performance: a review

2023

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Achiral organoiodine-functionalized helical polyisocyanides for multiple asymmetric dearomative oxidations

Cited by 21 publications

References 70 publications

Intense Circularly Polarized Fluorescence and Room-Temperature Phosphorescence in Carbon Dots/Chiral Helical Polymer Composite Films

Intense Circularly Polarized Fluorescence and Room-Temperature Phosphorescence in Carbon Dots/Chiral Helical Polymer Composite Films

Helix-Induced Asymmetric Self-Assembly of π-Conjugated Block Copolymers: From Controlled Syntheses to Distinct Properties

Recent progress in the design of conjugated polydiacetylenes with reversible thermochromic performance: a review

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