Supramolecular Assembly of Edge Functionalized Top‐Down Chiral Graphene Quantum Dots DOI Creative Commons

Mikiko Vázquez‐Nakagawa,

Laura Rodríguez‐Pérez, Nazario Martı́n

и другие.

Angewandte Chemie, Год журнала: 2022, Номер 134(43)

Опубликована: Авг. 31, 2022

Abstract The construction of supramolecular assemblies heterogeneous materials at the nanoscale is an open challenge in science. Herein, new chiral graphene quantum dots (GQDs) prepared by amidation reaction introducing amide groups and pyrene moieties into periphery GQDs are described. analytical spectroscopic data show efficient chemical functionalization morphological study ensembles using SEM AFM microscopies reveals presence highly ordered fibers several micrometers length. Fluorescence studies, emission spectroscopy confocal microscopy, reveal that stem from π‐π stacking both pyrenes GQDs, together with hydrogen bonding interactions groups. Circular dichroism analysis supports nature aggregates.

Язык: Английский

Supramolecular Assembly of Edge Functionalized Top‐Down Chiral Graphene Quantum Dots DOI Creative Commons

Mikiko Vázquez‐Nakagawa,

Laura Rodríguez‐Pérez, Nazario Martı́n

и другие.

Angewandte Chemie International Edition, Год журнала: 2022, Номер 61(43)

Опубликована: Авг. 31, 2022

Abstract The construction of supramolecular assemblies heterogeneous materials at the nanoscale is an open challenge in science. Herein, new chiral graphene quantum dots (GQDs) prepared by amidation reaction introducing amide groups and pyrene moieties into periphery GQDs are described. analytical spectroscopic data show efficient chemical functionalization morphological study ensembles using SEM AFM microscopies reveals presence highly ordered fibers several micrometers length. Fluorescence studies, emission spectroscopy confocal microscopy, reveal that stem from π‐π stacking both pyrenes GQDs, together with hydrogen bonding interactions groups. Circular dichroism analysis supports nature aggregates.

Язык: Английский

Процитировано

47

A Double Twisted Nanographene with a Contorted Pyrene Core DOI
Yanping Dong, Zhiyu Zhang, Yoshifumi Hashikawa

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(35)

Опубликована: Июнь 21, 2024

The mature synthetic methodologies enable us to rationally design and produce chiral nanographenes (NGs), most of which consist multiple helical motifs. However, inherent chirality originating from twisted geometry has just emerged be employed in NGs. Herein, we report a red-emissive NG constituted orthogonally arranged two-fold π-skeletons at contorted pyrene core contributes optical transitions S

Язык: Английский

Процитировано

11

Helicity Modulation in NIR‐Absorbing Porphyrin‐Ryleneimides DOI Creative Commons
Shivaprasad Achary Balahoju, Yogesh Kumar Maurya, Piotr J. Chmielewski

и другие.

Angewandte Chemie International Edition, Год журнала: 2022, Номер 61(18)

Опубликована: Фев. 7, 2022

Peripheral substitution of a π-extended porphyrin with bulky groups produces curved chromophore four helical stereogenic units. The curvature and stereochemistry such porphyrins can be controlled by varying the substituents, coordinated metal ions, apical ligands. In particular, when achiral saddle-shaped free bases are treated large i.e., Cd

Язык: Английский

Процитировано

16

A Double Twisted Nanographene with a Contorted Pyrene Core DOI

Yanping Dong,

Zhiyu Zhang, Yoshifumi Hashikawa

и другие.

Angewandte Chemie, Год журнала: 2024, Номер 136(35)

Опубликована: Июнь 21, 2024

Abstract The mature synthetic methodologies enable us to rationally design and produce chiral nanographenes (NGs), most of which consist multiple helical motifs. However, inherent chirality originating from twisted geometry has just emerged be employed in NGs. Herein, we report a red‐emissive NG constituted orthogonally arranged two‐fold π‐skeletons at contorted pyrene core contributes optical transitions S 0 →S 1 vice versa. thus‐obtained exhibited robustness on its redox properties through 2e − uptake/release. chemical oxidation generated stable radical cation whose absorption covers near‐infrared I II regions. Overall, the governs electronic nature NG. twist operation NGs would be, therefore, strategy alter conventional induction

Язык: Английский

Процитировано

2

An Atropisomerism Study of Large Cycloarylenes: [n]Cyclo‐4,10‐Pyrenylenes’ Case DOI
Ryo Kurosaki,

Hirofumi Morimoto,

Kyohei Matsuo

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 29(24)

Опубликована: Фев. 6, 2023

An atropisomerism of large cycloarylenes was studied using [n]cyclo-4,10-pyrenylenes (n=6-21) as an illustrative example with two simple assumptions: (1) alternating configurations (R,S,R,S,…) are thermodynamically most stable, and (2) three consecutive identical (R,R,R or S,S,S) prevented. Ni-mediated coupling a 5,9-diiodopyrene gave series directly-linked cyclic pyrene oligomers in one-pot reaction. As-synthesized hexamer assigned (R,S,S,R,R,S) structure, converted into (R,S,R,S,R,S)-form upon heating. Cyclic heptamer consists types C2 symmetric structures predicted from assumption (2), one which convergent to another by Three atropisomers octamer were analyzed the possible five candidates means 1 H nuclear magnetic resonance (NMR) spectroscopy, conversion process (R,S,R,S,R,S,R,S) heating investigated. In total, according rules, analysis could be performed smoothly.

Язык: Английский

Процитировано

4

Helicity Modulation in NIR‐Absorbing Porphyrin‐Ryleneimides DOI Creative Commons
Shivaprasad Achary Balahoju, Yogesh Kumar Maurya, Piotr J. Chmielewski

и другие.

Angewandte Chemie, Год журнала: 2022, Номер 134(18)

Опубликована: Фев. 7, 2022

Abstract Peripheral substitution of a π‐extended porphyrin with bulky groups produces curved chromophore four helical stereogenic units. The curvature and stereochemistry such porphyrins can be controlled by varying the substituents, coordinated metal ions, apical ligands. In particular, when achiral saddle‐shaped free bases are treated large i.e., Cd II or Hg , resulting complexes convert to chiral propeller‐like configurations. X‐ray diffraction analyses show that coordination water molecule is sufficient induce notable bowl‐like distortion cadmium complex, which however retains its structure. For phenyl‐ tolyl‐substituted derivatives, conversion thermodynamically controlled, whereas bearing 4‐( tert ‐butyl)phenyl transform into their forms upon heating. latter case, was converted corresponding base other without any loss configurational purity, ultimately providing access stable, enantiopure propellers.

Язык: Английский

Процитировано

4

Supramolecular Assembly of Edge Functionalized Top‐Down Chiral Graphene Quantum Dots DOI Creative Commons

Mikiko Vázquez‐Nakagawa,

Laura Rodríguez‐Pérez, Nazario Martı́n

и другие.

Angewandte Chemie, Год журнала: 2022, Номер 134(43)

Опубликована: Авг. 31, 2022

Abstract The construction of supramolecular assemblies heterogeneous materials at the nanoscale is an open challenge in science. Herein, new chiral graphene quantum dots (GQDs) prepared by amidation reaction introducing amide groups and pyrene moieties into periphery GQDs are described. analytical spectroscopic data show efficient chemical functionalization morphological study ensembles using SEM AFM microscopies reveals presence highly ordered fibers several micrometers length. Fluorescence studies, emission spectroscopy confocal microscopy, reveal that stem from π‐π stacking both pyrenes GQDs, together with hydrogen bonding interactions groups. Circular dichroism analysis supports nature aggregates.

Язык: Английский

Процитировано

2