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Article
Biochemistry & Molecular Biology
Xueqing Li et al.
Summary: A family of tribenzocoronene derivatives with various substituents were synthesized and characterized. The substitution effect on optical and electrochemical properties was systematically studied using theoretical calculations. The resulting thin films of two specific derivatives exhibited strong photocurrent responses under white light and showed positive nonlinear optical response through two-photon absorption and excited state absorption processes.
Article
Chemistry, Organic
Bin Zhang et al.
Summary: A new type of nitrogen-doped nanographene was designed and synthesized by introducing NH into a hexa-peri-hexabenzocoronene (HBC) core. The nitrogen-doped nanographene can be functionalized through N-H derivatization and optical resolution of the chiral nanographene was achieved through modifications to the NH site. The emission intensity and fluorescence mechanism of the nanographene can be modulated by introducing various aryl groups with different substituents.
Article
Chemistry, Multidisciplinary
Yan-Ying Huang et al.
Summary: We report a heptacene analogue with a quinoidal benzodi[7]annulene core, which can be modulated from a wavy to a curved configuration by changing the substituents. Mesityl groups linked to the heptagons induce polymorphism, allowing the configuration to be tuned from curved to wavy. Additionally, the new non-benzenoid acene can be oxidized or reduced to radical cation or anion forms.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Juan P. Mora-Fuentes et al.
Summary: We synthesized and characterized a new type of nanohoop that contains a curved heptagon-containing pi-extended polycyclic aromatic hydrocarbon (PAH) unit. This nanohoop showed strong binding abilities with curved pi-systems such as fullerenes C-60 and C-70. The host-guest complexes formed between the nanohoop and fullerenes displayed rapid charge separation upon photoexcitation, indicating promising electron-donor properties.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Lin Yang et al.
Summary: The synthesis of helical bilayer nanographenes with new topology has attracted great interest due to their unique physicochemical properties. In this study, the first helical bilayer nonbenzenoid nanographene (HBNG1) was successfully synthesized from a specially designed precursor. The HBNG1 not only possesses a novel [10]helicene backbone with two embedded heptagons, but also exhibits a highly twisted bilayer geometry with a record small interlayer distance of 3.2 angstrom. The close interlayer distance allows for intramolecular through-space conjugation, as evidenced by spectroelectrochemistry studies and DFT simulations. The chiroptical properties of the P/M enantiomers of HBNG1 were also evaluated using circular dichroism and circularly polarized luminescence.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Xiaohui Yu et al.
Summary: A helicene-containing arene and its linear analogue have been successfully synthesized and characterized. The single-crystal X-ray diffraction analysis reveals that the former exhibits an offset packing arrangement with pi-pi overlap. The introduction of pentagon-rings into the parent skeletons enhances stability and increases solubility in organic solvents. The structural difference significantly affects the optical limiting performance, with the helicene-containing molecule demonstrating higher response towards 532 nm laser compared to the linear analogue. This study contributes to the functionalization of helicenes and their nonlinear optical properties.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Asim Kumar Swain et al.
Summary: In this manuscript, a stereospecific synthesis of C-2- and C-1-symmetric pyrene-fused [7]helicene compounds 1 and 2 was portrayed, and their properties and enantiomerization barrier were compared.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Taifeng Liu et al.
Summary: In this study, a one-step divergent synthesis of four contorted aromatics with pentagons, a heptagon, and/or an azulene from the same difluorenyl pentacenediene precursor was achieved. The subtle differences in molecular structure were confirmed by X-ray crystallography. The mechanisms underlying the control of different products, involving ring-expansion rearrangement, Scholl reactions, and/or Mallory cyclization, were proposed based on control experiments and DFT calculations. This development enhances the structural versatility and materials accessibility in the study of contorted aromatics.
Article
Chemistry, Multidisciplinary
Wei Wang et al.
Summary: In this study, four novel curved polycyclic aromatic hydrocarbons were synthesized and characterized. X-ray single crystal analyses revealed the unique molecular structures of compounds 3a and 15a, showing offset packing arrangements and a symmetrical plane, respectively. The effect of annulation mode on the physical properties and switchable photoconductivity was also investigated.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Review
Chemistry, Multidisciplinary
Yiyang Fei et al.
Summary: Researchers have been studying the synthesis and characterization of defective nanographenes with unique topologies, which exhibit striking physicochemical properties compared to pure hexagonal counterparts. Recent studies have shown that the defective domain induces geometric bending and electronic perturbation, leading to significant alterations in the photophysical properties of these nanographenes.
Article
Chemistry, Organic
Wei Wang et al.
Summary: Two novel helical heteronanographenes with a [6]helicene unit were synthesized and their molecular structures were determined via X-ray crystallography. Density functional theory calculations showed that the compounds had high isomerization barriers and the optical enantiomers of one of the compounds exhibited appealing chiroptical properties.
Review
Chemistry, Multidisciplinary
Yiqun Zhang et al.
Summary: The past decade has witnessed remarkable success in the synthesis of curved polycyclic aromatics through Scholl reactions. These curved polycyclic aromatics are unique objects in structural organic chemistry and play an important role in the precise synthesis of nanocarbons with unique topology. They have received considerable attention in supramolecular chemistry and organic functional materials due to their interesting properties and promising applications. However, the understanding of the reaction mechanism and possible rearrangement processes is still limited, making it difficult to predict the outcome of a newly designed substrate in the Scholl reaction.
Article
Liyuan Qin et al.
Scientia Sinica Chimica
(2022)
Review
Chemistry, Multidisciplinary
Tadashi Mori
Summary: This review focuses on the chiroptical properties of multiple helicenes, with an emphasis on the impact of the arrangement of multiple helices on the chiroptical responses. Although the number of multiple helicenes reported is limited, insights into the design principle for advanced chiroptical materials through the proper arrangement of multiple helices are provided.
Article
Chemistry, Organic
Leping Wei et al.
Summary: Two novel double pi-extended [n]helicene (n = 5, 6) derivatives including pentagonal rings were synthesized and characterized, and their crystal structures revealed offset packing models. Optical resolution was performed on one compound, followed by the examination of their chiroptical properties and DFT calculations.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Review
Chemistry, Multidisciplinary
Chaolumen et al.
Summary: Molecular nanocarbons containing heptagonal rings have garnered increasing interest due to their ability to induce negative curvature and alter properties through interaction with adjacent rings. However, synthetic strategies for heptagon-embedded molecular nanocarbons remain limited due to challenges in heptagon formation and incorporation.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Asim Kumar Swain et al.
Summary: This paper describes the stereospecific synthesis and functional properties of C-2- and C-1-symmetric pyrene-fused [5]helicene molecules connected via hexagonal and heptagonal rings. The molecules exhibited high configurational stability and unique functional properties due to the fusing mode of [5]helicene with pyrene and molecular symmetry. The estimated Gibbs activation energy for enantiomerization of one of the molecules was among the highest reported values for any p-conjugated molecules incorporating [5]helicene moiety.
Article
Chemistry, Multidisciplinary
Qi Xu et al.
Summary: The study reports the synthesis of a quadruple helicene with a rubicene core R1 by a Scholl reaction, isolating some of the chiral stereoisomers. Chiral resolutions of R1 were carried out, and further characterized by CD spectroscopy and TD-DFT calculations, showing almost identical UV-vis absorption and emission spectra.
SCIENCE CHINA-CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Nozomi Terada et al.
Summary: The double helicene with a spiro-Si linker exhibits unique optical properties due to the LUMO spiro-conjugation between the two sila[7]helicene units. The two helicene units in the compound are symmetrically and nearly perpendicularly arranged, thanks to the central spirosilabi[fluorene] moiety.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Xin Deng et al.
Summary: Three novel twistacene-modified enlarged pentagon-containing pi-systems with mismatched structures were designed and synthesized, effectively stabilizing electron-rich arenes with the introduction of electron-withdrawing cyclopenta rings. The optoelectronic properties were studied using various methods, and chemical oxidation of the compounds could form corresponding cationic radicals.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Lijiao Wang et al.
Article
Chemistry, Multidisciplinary
Chongwei Zhu et al.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2020)
Article
Chemistry, Multidisciplinary
Naoki Ogawa et al.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2020)
Article
Chemistry, Multidisciplinary
Zijie Qiu et al.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2020)
Review
Chemistry, Multidisciplinary
Marcin A. Majewski et al.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2019)
Review
Chemistry, Multidisciplinary
Kais Dhbaibi et al.
Article
Chemistry, Multidisciplinary
Xuan Yang et al.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2019)
Review
Chemistry, Multidisciplinary
Sai Ho Pun et al.
ACCOUNTS OF CHEMICAL RESEARCH
(2018)
Article
Chemistry, Organic
Kazuya Kawai et al.
Review
Chemistry, Organic
Pengcheng Jin et al.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Chemistry, Multidisciplinary
Jesus M. Fernandez-Garcia et al.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Article
Chemistry, Multidisciplinary
Kazuyuki Mori et al.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2015)
Article
Chemistry, Multidisciplinary
Katsuaki Kawasumi et al.
Review
Chemistry, Multidisciplinary
Yun Shen et al.
Article
Chemistry, Multidisciplinary
Tian Lu et al.
JOURNAL OF COMPUTATIONAL CHEMISTRY
(2012)
Review
Chemistry, Multidisciplinary
Teresa M. Figueira-Duarte et al.
