Octopi Tentacles‐Inspired Architecture Enables Self‐Healing Conductive Rapid‐Photo‐Responsive Materials for Soft Multifunctional Actuators

Advanced Functional Materials, Год журнала: 2023, Номер 34(6)

Опубликована: Окт. 22, 2023

Abstract To mimic biological systems' healing mechanism and sensory motion, the combination of self‐healing, perception, actuation in a singular soft artificial material is required, which would be enormously valuable for robotics that commit to obtaining multifunction local sensing capacities approaching living organisms. However, most existing somatosensory actuators lack self‐healing capability injuries, suffer from insufficient actuating performance sensitivity, complicated manufacturing operations. Herein, bioinspired conductive photo‐responsive architecture reported. Rapidly anthracene, matrix with dynamic interactions, high‐conductivity slideable silver nanowires chemically integrated are respectively utilized neuromuscular system effectors, tissue systems, nerve cords receptors octopus tentacles. Such actuator exhibits rapid (light‐driven bending velocity, 10 o s −1 ), distinctive intrinsic strain sensitivity (gauge factor, 90.88), decent efficiency (92.2%). As proof concept, octopi tentacles‐inspired smart grippers fabricated various motions including bending, weightlifting object grasping can contemporaneously detect actions by real‐time resistance changes provide information feedback. This work anticipated bring fresh horizons design multifunctional materials establish pathway advancement self‐diagnostic robots.

Язык: Английский

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Construction of Axially Chiral Arylpyrroles via Atroposelective Diyne Cyclization

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(23)

Опубликована: Март 30, 2023

Axially chiral biaryls widely exist in natural products and pharmaceuticals are used as ligands catalysts asymmetric synthesis. Compared to the well-established axially 6-membered biaryl skeletons, examples of 5-membered have been quite scarce, mono-substituted 3-arylpyrrole atropisomers not reported. Here, we disclose a copper-catalyzed atroposelective diyne cyclization for construction range arylpyrrole good excellent yields with generally enantioselectivities via oxidation X-H insertion vinyl cations. Importantly, this protocol only represents first synthesis atropisomers, but also constitutes example atropisomer Theoretical calculations further support mechanism cation-involved elucidate origin enantioselectivity.

Язык: Английский

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Copper‐Catalyzed Enantioselective Doyle–Kirmse Reaction of Azide‐Ynamides via α‐Imino Copper Carbenes

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(10)

Опубликована: Янв. 14, 2023

[2,3]-Sigmatropic rearrangement reaction involving sulfonium ylide (Doyle-Kirmse reaction) generated from metal carbenes represents one of the powerful methods for construction C(sp3 )-S and C-C bonds. Although significant advances have been achieved, asymmetric versions via generation ylides rarely reported to date, they so far limited diazo compounds as carbene precursors. Here, we describe a copper-catalyzed enantioselective Doyle-Kirmse azide-ynamide cyclization, leading practical divergent assembly an array chiral [1,4]thiazino[3,2-b]indoles bearing quaternary carbon stereocenter in generally moderate excellent yields enantioselectivities. Importantly, this protocol unique catalytic non-diazo approach unprecedented [2,3]-sigmatropic α-imino carbenes.

Язык: Английский

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Recent advances in the construction of axially chiral arylpyrroles

Science China Chemistry, Год журнала: 2023, Номер 66(9), С. 2480 - 2491

Опубликована: Авг. 9, 2023

Язык: Английский

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Diastereo- and atroposelective synthesis of N-arylpyrroles enabled by light-induced phosphoric acid catalysis

Nature Communications, Год журнала: 2023, Номер 14(1)

Опубликована: Авг. 9, 2023

The C-N axially chiral N-arylpyrrole motifs are privileged scaffolds in numerous biologically active molecules and natural products, as well ligands/catalysts. Asymmetric synthesis of N-arylpyrroles, however, is still challenging, the simultaneous creation contiguous axial central chirality remains unknown. Herein, a diastereo- atroposelective N-arylpyrroles enabled by light-induced phosphoric acid catalysis has been developed. key transformation one-pot, three-component oxo-diarylation reaction, which simultaneously creates quaternary stereogenic center. A broad range unactivated alkynes were readily employed reaction partner this transformation, products obtained good yields, with excellent enantioselectivities very diastereoselectivities. Notably, skeletons represent interesting structural that could be used ligands catalysts asymmetric catalysis.

Язык: Английский

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Enantioselective functionalization of unactivated C(sp3)–H bonds through copper-catalyzed diyne cyclization by kinetic resolution

Nature Communications, Год журнала: 2024, Номер 15(1)

Опубликована: Март 12, 2024

Site- and stereoselective C-H functionalization is highly challenging in the synthetic chemistry community. Although of vinyl cations has been vigorously studied C(sp

Язык: Английский

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Copper-Catalyzed Intermolecular [2 + 2 + 2] Annulation of Diynes with Alkynes: Construction of Carbazoles

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Янв. 9, 2025

Transition-metal-catalyzed [2 + 2 2] annulation of alkynes is an efficient pathway for the synthesis aromatic compounds. However, most established methods require noble metal catalysts. Herein, we report a copper-catalyzed intermolecular diynes with through vinyl cation intermediates, enabling atom-economical preparation biologically important carbazole skeletons. The reaction shows good regioselectivity in aryl(alkyl)alkynes. Moreover, preliminary results have also been obtained related catalytic atroposelective transformation. This represents rare example non-noble-metal-catalyzed ynamides pathway.

Язык: Английский

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Chiral Brønsted acid-catalyzed asymmetric intermolecular [4 + 2] annulation of ynamides with para-quinone methides

Science China Chemistry, Год журнала: 2023, Номер 66(5), С. 1467 - 1473

Опубликована: Апрель 12, 2023

Язык: Английский

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Brønsted acid–catalyzed asymmetric dearomatization for synthesis of chiral fused polycyclic enone and indoline scaffolds

Science Advances, Год журнала: 2023, Номер 9(11)

Опубликована: Март 15, 2023

In the past two decades, substantial advances have been made on asymmetric alkyne functionalization by activation of inert alkynes. However, these transformations so far mostly limited to transition metal catalysis, and chiral Brønsted acid-catalyzed examples are rarely explored. Here, we report a dearomatization reaction phenol- indole-tethered homopropargyl amines, allowing practical atom-economical synthesis diverse array valuable fused polycyclic enones indolines bearing quaternary carbon stereocenter contiguous stereogenic centers in moderate good yields with excellent diastereoselectivities generally enantioselectivities (up >99% enantiomeric excess). This protocol demonstrates dearomatizations via vinylidene-quinone methides.

Язык: Английский

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Asymmetric formal C–C bond insertion into aldehydes via copper-catalyzed diyne cyclization

Nature Communications, Год журнала: 2023, Номер 14(1)

Опубликована: Ноя. 3, 2023

The formal C-C bond insertion into aldehydes is an attractive methodology for the assembly of homologated carbonyl compounds. However, homologation has been limited to diazo approach and enantioselective reaction was rarely developed. Herein, we report asymmetric through diyne cyclization strategy. In presence Cu(I)/SaBOX catalyst, this method leads efficient construction versatile axially chiral naphthylpyrroles in moderate excellent yields with good enantioselectivities. This protocol represents a rare example using non-diazo approach. combined experimental computational mechanistic studies reveal mechanism, origin regioselectivity stereoselectivity. Notably, phosphine ligand derived from synthesized skeleton proven be applicable catalysis.

Язык: Английский

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