☆ 4.4 Article

Stacked 1,3,5-tris[(2,5-dimethylphenyl)ethynylibenzenes: dimer and conjugated microporous polymer

TETRAHEDRON LETTERS (2011)

期刊

TETRAHEDRON LETTERS

卷 52, 期 42, 页码 5504-5507

出版社

PERGAMON-ELSEVIER SCIENCE LTD

DOI: 10.1016/j.tetlet.2011.08.067

关键词

[2.2]Paracyclophane; pi-pi Stacking; Conjugated microporous polymer

类别

Chemistry, Organic

资金

Inamori Foundation
Ministry of Education, Culture, Sports, Science and Technology, Japan [21685012]
Japan Society for the Promotion of Science for Young Scientists
Grants-in-Aid for Scientific Research [21685012] Funding Source: KAKEN

向作者/读者索取更多资源

Protocol

Reagent

摘要

A new [2.2]paracyclophane compound consisting of two 1,3,5-tris[(2,5-dimethylphenyl)ethynyl]benzenes stacked in proximity to each other. The compound exhibited a unique absorption band (cyclophane band) and an emission from the phane state, both of which were derived from the pi-pi stacking of the poorly extended conjugation systems of 1,3,5-tris[(2,5-dimethylphenyl)ethynyl]benzene. In addition, a conjugated microporous polymer (CMP) that comprises pseudo-para-substituted [2.2]paracyclophane was prepared. The obtained CMP is regarded as a polymer, in which 1,3,5-tris[(2,5-dimethylphenyl)ethynyl]benzenes are infinitely stacked to form a network structure. The CMP exhibited a type I nitrogen gas sorption profile and an H4-like hysteresis loop, and possessed the slit-like mesopores with a BET surface area of 501 m(2) g(-1). (C) 2011 Elsevier Ltd. All rights reserved.

作者

我是这篇论文的作者

点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.4

评分不足

次要评分

新颖性

-

重要性

-

科学严谨性

-

评价这篇论文

推荐

Article Nanoscience & Nanotechnology

High-Performance Supercapacitor Electrodes Prepared From Dispersions of Tetrabenzonaphthalene-Based Conjugated Microporous Polymers and Carbon Nanotubes

Maha Mohamed Samy, Mohamed Gamal Mohamed, Ahmed F. M. EL-Mahdy, Tharwat Hassan Mansoure, Kevin C-W Wu, Shiao-Wei Kuo

Summary: A series of conjugated microporous polymers were synthesized, with TBN-TPE-CMP showing high surface area and thermal stability. Blending with highly conductive single-walled carbon nanotubes improved the conductivity of the materials, with TBN-Py-CMP/SWCNT nanocomposite exhibiting high capacitance and excellent capacitance retention.

ACS APPLIED MATERIALS & INTERFACES (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

A Luminescent 1D Silver Polymer Containing [2.2]Paracyclophane Ligands

Campbell F. R. Mackenzie, Lucie Delforce, D. Rota Martir, David B. Cordes, Alexandra M. Z. Slawin, Eli Zysman-Colman

Summary: A 1D coordination polymer consisting of silver(I) ions bound to a [2.2]paracyclophane scaffold functionalized with two 4-pyridyl units has been synthesized and characterized. The structure of the polymer reveals two different silver coordination motifs that alternate along the 1D coordination polymer, exhibiting strong blue and sky-blue fluorescence in solution and in the crystalline solid state.

FRONTIERS IN CHEMISTRY (2021)

添加到收藏夹

Article Chemistry, Physical

[2.2]Paracyclophane Derivatives as Building Blocks for Coordination Polymers

Mihail Lucian Birsa, Henning Hopf, Peter G. Jones, Laura Gabriela Sarbu, Lucian Gabriel Bahrin

Summary: Several new di- and tetracarboxylic [2.2]paracyclophane derivatives were synthesized through Suzuki coupling reactions. One of the products, pp-bis(4-carboxyphenyl)[2.2]paracyclophane (12), reacted with zinc nitrate to form a 2D coordination polymer with zinc-carboxylate paddlewheel clusters linked by cyclophane cores. The zinc center exhibited a five-coordinate square-pyramidal geometry.

MATERIALS (2023)

添加到收藏夹

Article Engineering, Environmental

Specific πδ+-πδ- interaction enables conjugated microporous polymers for highly selective capture of Pd(II)

Xin Sheng, Hui Shi, Deng You, Xuan Ding, Mingming Peng, Penghui Shao, Liming Yang, Haozhi Wang, Xubiao Luo, Shenglian Luo

Summary: In this study, a conjugated microporous polymer CMP-1 with specific binding sites was introduced for the targeted adsorption of PdCl42- from acid wastewater. By further adjusting the electron density in -C C- through the introduction of F groups, the adsorption capacity and selectivity were enhanced. This work provides unique insights into the efficient removal of heavy metals.

CHEMICAL ENGINEERING JOURNAL (2022)

添加到收藏夹

Article Chemistry, Organic

Synthesis and Chiroptical Properties of Planar Chiral Azahelicenes Based on [2.2]Paracyclophane

Dan Xu, Wen-Hua Zheng

Summary: Three pairs of planar chiral heteroarenes were synthesized from optically pure 4-amino[2.2]paracyclophane using palladium-catalyzed Buchwald-Hartwig coupling and hypervalent iodine-mediated oxidative cyclization. Among them, one enantiomer of planar chiral azahelicene was found to exhibit significantly stronger circularly polarized luminescence activity compared to the other planar chiral heteroarenes.

ORGANIC LETTERS (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

Helical Oligophenylene Linked with [2.2]Paracyclophane: Stereogenic π-Conjugated Dye for Highly Emissive Chiroptical Properties

Masashi Hasegawa, Yuki Ishida, Hiroaki Sasaki, Sumire Ishioka, Katutura Usui, Nobuyuki Hara, Maho Kitahara, Yoshitane Imai, Yasuhiro Mazaki

Summary: A stereogenic pi-system based on dimer and trimer of [2.2]paracyclophane (PC) and biphenyl was prepared and its structural, photophysical, and chiroptical properties were investigated. X-ray analysis revealed specific double helical and isosceles triangle structures. The spectra in solution showed similar behavior, with high fluorescence quantum yields and moderate asymmetry.

CHEMISTRY-A EUROPEAN JOURNAL (2021)

添加到收藏夹

Article Chemistry, Organic

Planar Chiral B-N Heteroarenes Based on [2.2]Paracyclophane as Circularly Polarized Luminescence Emitters

Chun-Hua Chen, Wen-Hua Zheng

Summary: Planar chiral boron-nitrogen heteroarenes based on [2.2]paracyclophane were successfully synthesized as a new family of circularly polarized luminescence emitters, demonstrating strong CPL signals and high quantum yields in both solution and doped film.

ORGANIC LETTERS (2021)

添加到收藏夹

Article Nanoscience & Nanotechnology

Molecular Engineering in D-p-A-A-Type Conjugated Microporous Polymers for Boosting Photocatalytic Hydrogen Evolution

Changzhi Han, Liwen Hu, Shenglin Jin, Jiaxin Ma, Jia-Xing Jiang, Chong Zhang

Summary: Conjugated microporous polymer (CMP) photocatalysts with D-p-A-A structure, especially with optimized content of BTDO acceptor, exhibit enhanced photocatalytic activity for solar-driven hydrogen generation due to their electronic structure, reaction sites availability, and the separation of photoexcited charges.

ACS APPLIED MATERIALS & INTERFACES (2023)

添加到收藏夹

Article Nanoscience & Nanotechnology

Supramolecular Chiral Assembly of Symmetric Molecules with an Extended Conjugated Core

Jindiao Wu, Jianan Zhang, Yanjun Liu, Jun Wang, Cheng Zhang, Jiatao Yan, Wen Li, Toshio Masuda, Andrew K. Whittaker, Afang Zhang

Summary: Molecules with C-3 symmetry can self-assemble into supramolecular fibers with enhanced chirality, and the integration of conjugation provides strong aggregation tendency, leading to the formation of supramolecular fibrous bundles.

ACS APPLIED MATERIALS & INTERFACES (2022)

添加到收藏夹

Article Nanoscience & Nanotechnology

Supramolecular Chiral Assembly of Symmetric Molecules with an Extended Conjugated Core

Jindiao Wu, Jianan Zhang, Yanjun Liu, Jun Wang, Cheng Zhang, Jiatao Yan, Wen Li, Toshio Masuda, Andrew K. Whittaker, Afang Zhang

Summary: Molecules with C-3 symmetry and conjugated diacetylene cores can self-assemble into well-defined supramolecular fibers with enhanced chirality in both organic and aqueous solutions. The integration of symmetry and conjugation provides aggregation tendency through pi-pi stacking, resulting in supramolecular chirality predominantly influenced by steric hindrance from dipeptide pendants.

ACS APPLIED MATERIALS & INTERFACES (2022)

添加到收藏夹

Article Chemistry, Applied

Multigram-Scale Kinetic Resolution of 4-Acetyl[2.2]paracyclophane

C. Zippel, Z. Hassan, A. Q. Parsa, J. Hohmann, S. Brase

Summary: The method of kinetic resolution of 4-acetyl[2.2] paracyclophane via ruthenium-catalyzed enantioselective hydrogenation has been successfully realized, providing enantiomerically pure derivatives with high yields, which are useful for the production of chiral compounds.

ADVANCED SYNTHESIS & CATALYSIS (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

A pi-Conjugated Anion-Exchange Membrane with an Ordered Ion-Conducting Channel via the McMurray Coupling Reaction

Fan Zhang, Yang Zhang, Lixuan Sun, Chengpeng Wei, Huaqing Zhang, Liang Wu, Xiaolin Ge, Tongwen Xu

Summary: In this study, pi-conjugated anion exchange membranes (AEMs) were synthesized using the McMurry coupling reaction. The resulting AEMs exhibited high ion conductivity and alkaline stability. These membranes showed promising performance in fuel cell applications.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2023)

添加到收藏夹

Article Chemistry, Physical

[2.2]Paracyclophane-based hole-transporting materials for perovskite solar cells

Yin-Sheng Lin, Hsin Li, Wen-Sheng Yu, Szu-Tan Wang, Yi-Min Chang, Tsung-Hsin Liu, Shao-Sian Li, Motonori Watanabe, Hsiao-Han Chiu, Di-Yan Wang, Yuan Jay Chang

Summary: This study demonstrates that using novel WS-HTMs instead of spiro-OMeTAD can enhance the performance of perovskite solar cells, with devices based on WS-1 and WS-2 HTMs showing better power conversion efficiency and stability. By improving hole mobility and charge transfer efficiency, WS-HTMs achieved good results.

JOURNAL OF POWER SOURCES (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

A Supramolecular Polymer Constituted of Antiaromatic NiII Norcorroles

Shusaku Ukai, Aiko Takamatsu, Masaki Nobuoka, Yusuke Tsutsui, Norihito Fukui, Soichiro Ogi, Shu Seki, Shigehiro Yamaguchi, Hiroshi Shinokubo

Summary: In this study, a supramolecular polymer consisting of an antiaromatic π-system as the monomer was successfully constructed. The resulting supramolecular polymer exhibited higher charge mobility due to the persistence of the conducting pathway against thermal perturbation.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022)

添加到收藏夹

Article Polymer Science

A new addition thermosetting resin from phthalonitrile functionalized [2.2] paracyclophane

Jiangbo Lv, Yun Luo, Hang Xiao, Bo Liang, Li Chen, Xian He, Ke Zeng, Gang Yang

Summary: The curing behavior of addition curing polymer CN-PcP, containing [2.2]paracyclophane and phthalonitrile, was studied. Results showed that the carbon radical from [2.2]paracyclophane at high temperature could effectively promote the curing reaction of phthalonitrile, resulting in a cured resin with high glass transition temperature and outstanding thermal properties. Thermogravimetric analysis (TGA) and dynamic mechanical analysis (DMA) were performed to evaluate the thermal properties of the cured resin.

POLYMER (2021)

添加到收藏夹

Review Polymer Science

Recent progress in the development of advanced element-block materials

Masayuki Gon, Kazuo Tanaka, Yoshiki Chujo

POLYMER JOURNAL (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

A Highly Efficient Near-Infrared-Emissive Copolymer with a N=N Double-Bond π-Conjugated System Based on a Fused Azobenzene-Boron Complex

Masayuki Gon, Kazuo Tanaka, Yoshiki Chujo

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Self-assembly of [Au(CN)2]- Complexes with Tomato (Solanum lycopersicum) Steroidal Alkaloid Glycosides to Form Sheet or Tubular Structures

Souta Toohara, Yasuaki Tanaka, Shinichi Sakurai, Tsuyoshi Ikeda, Kazuo Tanaka, Masayuki Gon, Yoshiki Chujo, Keita Kuroiwa

CHEMISTRY LETTERS (2018)

添加到收藏夹

Article Polymer Science

Luminescent color tuning with polymer films composed of boron diiminate conjugated copolymers by changing the connection points to comonomers

Madoka Yamaguchi, Shunichiro Ito, Amane Hirose, Kazuo Tanaka, Yoshiki Chujo

POLYMER CHEMISTRY (2018)

添加到收藏夹

Article Polymer Science

Pure-color and dual-color emission from BODIPY homopolymers containing the cardo boron structure

Honami Yamane, Kazuo Tanaka, Yoshiki Chujo

POLYMER CHEMISTRY (2018)

添加到收藏夹

Article Polymer Science

Synthesis of a near-infrared light-absorbing polymer based on thiophene-substituted Aza-BODIPY

Honami Yamane, Kazuo Tanaka, Yoshiki Chujo

POLYMER JOURNAL (2018)

添加到收藏夹

Article Polymer Science

Synthesis, properties and structure of borafluorene-based conjugated polymers with kinetically and thermodynamically stabilized tetracoordinated boron atoms

Takuya Matsumoto, Shunichiro Ito, Kazuo Tanaka, Yoshiki Chujo

POLYMER JOURNAL (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Comparison of luminescent properties of helicene-like bibenzothiophenes with o-carborane and 5,6-dicarba-nido-decaborane

Kenta Nishino, Kazushi Hashimoto, Kazuo Tanaka, Yasuhiro Morisaki, Yoshiki Chujo

SCIENCE CHINA-CHEMISTRY (2018)

添加到收藏夹

Article Nanoscience & Nanotechnology

Randomly Distributed Conjugated Polymer Repeat Units for High-Efficiency Photovoltaic Materials with Enhanced Solubility and Processability

Bing Xu, Ian Pelse, Shruti Agarkar, Shunichiro Ito, Junxiang Zhang, Xueping Yi, Yoshiki Chujo, Seth Marder, Franky So, John R. Reynolds

ACS APPLIED MATERIALS & INTERFACES (2018)

添加到收藏夹

Review Chemistry, Multidisciplinary

Concept of Excitation-Driven Boron Complexes and Their Applications for Functional Luminescent Materials

Masayuki Gon, Kazuo Tanaka, Yoshiki Chujo

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN (2019)

添加到收藏夹

Review Chemistry, Organic

Synthesis of Optically Active pi-Conjugated Molecules Based on Planar Chiral [2.2]ParacycloPhane

Yasuhiro Morisaki, Yoshiki Chujo

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN (2018)

添加到收藏夹

Article Multidisciplinary Sciences

Electronic chirality inversion of lanthanide complex induced by achiral molecules

Satoshi Wada, Yuichi Kitagawa, Takayuki Nakanishi, Masayuki Gon, Kazuo Tanaka, Koji Fushimi, Yoshiki Chujo, Yasuchika Hasegawa

SCIENTIFIC REPORTS (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Control of intramolecular excimer emission in luminophore-integrated ionic POSSs possessing flexible side-chains

Hayato Narikiyo, Masayuki Gon, Kazuo Tanaka, Yoshiki Chujo

MATERIALS CHEMISTRY FRONTIERS (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Modulation of luminescence chromic behaviors and environment-responsive intensity changes by substituents in bis-o-carborane-substituted conjugated molecules

Hiroki Mori, Kenta Nishino, Keisuke Wada, Yasuhiro Morisaki, Kazuo Tanaka, Yoshiki Chujo

MATERIALS CHEMISTRY FRONTIERS (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

High Surface Area, Thermally Stable, Hydrophobic, Microporous, Rigid Gels Generated at Ambient from MeSi(OEt)3/(EtO)3SiCH2CH2Si(OEt)3 Mixtures by F--Catalyzed Hydrolysis

Joseph C. Furgal, Honami Yamane, Timothy R. Odykirk, Eongyu Yi, Yoshiki Chujo, Richard M. Laine

CHEMISTRY-A EUROPEAN JOURNAL (2018)

添加到收藏夹

Article Chemistry, Organic

Pyrrolidine-based C1-symmetric chiral transition metal complexes as catalysts in the asymmetric organic transformations

Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh

Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.

TETRAHEDRON LETTERS (2024)

添加到收藏夹

© Peeref 2019-2024. All rights reserved.