Article
Chemistry, Multidisciplinary
Veronika Kottisch, Janis Jermaks, Joe-Yee Mak, Ryan A. Woltornist, Tristan H. Lambert, Brett P. Fors
Summary: The novel hydrogen bond donor-organic acid pair facilitates controlled cationic polymerization of vinyl ethers at ambient conditions, allowing for rapid synthesis of high-molecular-weight poly(vinyl ethers).
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Applied
Brian Spiegelberg, Haijun Jiao, Reni Grauke, Christoph Kubis, Anke Spannenberg, Adrian Brandt, Andreas Taden, Horst Beck, Sergey Tin, Johannes G. Vries
Summary: The study achieved the iridium-catalyzed transfer vinylation of bio-based polyols and other alcohols and phenols using vinyl acetate in a green solvent. The optimized synthetic procedure demonstrated high selectivity by suppressing side reactions efficiently, leading to the formation of bis-vinyl ethers.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Polymer Science
Shabnam Behzadi, Chen Zou, Bang-Pei Yang, Chen Tan, Chang-Le Chen
Summary: A series of phosphine-sulfonate ligands with different vinylphenyl groups were designed, synthesized, and investigated in Ni- and Pd-catalyzed ethylene polymerization. The study found that the phosphine-sulfonate Ni complex bearing 2-vinylphenyl showed significantly increased thermal stability and polyethylene molecular weights compared to other complexes with different vinyl groups.
CHINESE JOURNAL OF POLYMER SCIENCE
(2021)
Article
Polymer Science
Xia Lin, Jiajia Li, Jiandong Zhang, Shaoxiang Liu, Xiaofang Lin, Xiangqiang Pan, Jian Zhu, Xiulin Zhu
Summary: A living cationic polymerization of vinyl ethers was developed using electrophilic selenium reagents as initiators and pentacarbonylbromomanganese as the catalyst. This polymerization could be conducted under ambient conditions and yielded polymers with controlled molecular weights and narrow molecular weight distributions. The method also allowed for the introduction of different selenium-containing structures into the polymers.
Article
Chemistry, Multidisciplinary
Chang-ting Wang, Jinfan Chen, Jiayuan Xu, Fangfang Wei, Chi Yung Yam, Keith Man-Chung Wong, Patrick H-L Sit, Wey Yang Teoh
Summary: The study introduces two new iridium (III) terpyridine-based photocatalysts for selective reduction of CO2 to CO under visible light. The [Ir-PhCOOH] exhibits higher extinction coefficient and easier activation, showing exclusive selectivity in the production of CO.
MATERIALS TODAY CHEMISTRY
(2021)
Article
Chemistry, Organic
Tianhao Zhang, Itsuki Nohira, Naoto Chatani
Summary: The efficient Suzuki-Miyaura cross-coupling of ortho-fluoro aromatic secondary amides with aryl boronates is achieved using (KOBu)-Bu-t as an essential reactant. The base serves to extract a proton from the amide nitrogen, generating a weak conjugate base that acts as a directing group. The reaction demonstrates good tolerance for functional groups and a broad scope for aromatic amides, even at 60 degrees C.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Polymer Science
Daisuke Hotta, Arihiro Kanazawa, Sadahito Aoshima
Summary: tert-Butyl esters play a crucial role as chain transfer agents in the cationic copolymerization, liberating tert-butyl cations to facilitate the chain transfer process. The chain transfer reactions by tert-butyl esters potentially occur reversibly through the reaction of the propagating cation with the ester group at the omega-end of another chain.
MACROMOLECULAR RAPID COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Phil C. Knutson, Aaron J. Teator, Travis P. Varner, Caleb T. Kozuszek, Paige E. Jacky, Frank A. Leibfarth
Summary: This study demonstrates the first Bronsted acid catalyzed stereoselective polymerization of vinyl ethers, allowing for an expanded substrate scope, the use of chain transfer agents to lower catalyst loading, and the capability to recycle the catalyst for multiple polymerizations.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Nuria Vazquez-Galinanes, Isabel Velo-Heleno, Martin Fananas-Mastral
Summary: A method for the use of vinyl epoxides in catalytic allylboration of alkynes is described, which allows for the synthesis of bifunctional skipped dienes bearing both an allylic alcohol and an alkenylboronate from simple starting materials with high regio- and stereoselectivity. These products show versatile reactivity and can be converted into cyclic boron compounds and polyenes.
Article
Chemistry, Multidisciplinary
Olatunji S. Ojo, Alejandro Bugarin
Summary: The study presents a new one-pot synthesis method for styrene derivatives using readily available natural products, achieving regioselectivity without transition metals. The methodology has broad nucleophile scope, even accommodating sterically hindered nucleophiles.
Article
Chemistry, Multidisciplinary
Chi Yang, Tian-Rui Wu, Yan Li, Bing-Bing Wu, Ruo-Xing Jin, Duo-Duo Hu, Yuan-Bo Li, Kang-Jie Bian, Xi-Sheng Wang
Summary: A novel method for facile synthesis of axially chiral styrene-type carboxylic acids has been developed, demonstrating excellent yield, stereocontrol, and substrate scope. The produced axially chiral styrene-type carboxylic acids have shown potential as chiral ligands or catalysts in asymmetric synthesis, as successfully applied in Cp*Co-III-catalyzed asymmetric C-H activation reactions.
Article
Chemistry, Organic
Jixiang Ni, Matteo Lanzi, Arjan W. Kleij
Summary: An unanticipated exo-cyclic nucleophilic attack of thiol reagents on vinyl cyclic carbonates is described, leading to the synthesis of allylic thioethers. This reaction pathway adds to the reactivity modes available for these heterocycles, complementing the previously reported endo-cyclic nucleophilic attack.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Applied
Yangyang Xin, Shizhuo Xiao, Yulian Pang, Yingquan Zou
Summary: This paper investigates the use of Near-Infrared sensitizer induced Radical Induced Cationic frontal polymerization (RICFP) in vinyl ethers and epoxides. It was found that vinyl ethers exhibited higher reactivity and conversion rates compared to other cationic polymerizable monomers. The study also explored the use of a three-component system with NIR sensitizer, iodonium salt, and thermal initiator in RICFP.
PROGRESS IN ORGANIC COATINGS
(2021)
Article
Chemistry, Multidisciplinary
Matteo Faltracco, Koen N. A. van de Vrande, Martijn Dijkstra, Jordy M. Saya, Trevor A. Hamlin, Eelco Ruijter
Summary: A palladium-catalyzed intermolecular cascade (4+3) cyclocondensation reaction using salicylaldehydes and vinylcyclopropanes as substrates is reported, with the utilization of a phosphonate group on the cyclopropane as an acceptor moiety. This reaction facilitated the formation of substituted benzoxepins through subsequent O-allylation, with good yield and reasonable enantioselectivity achieved using a novel chiral ligand.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Polymer Science
Valentina Bellotti, Kostas Parkatzidis, Hyun Suk Wang, Nethmi De Alwis Watuthanthrige, Matteo Orfano, Angelo Monguzzi, Nghia P. P. Truong, Roberto Simonutti, Athina Anastasaki
Summary: Retrieving starting monomers from polymers synthesized by reversible deactivation radical polymerization has been proven effective in increasing recyclability and enabling industrial implementation. A novel method involving the use of Eosin Y under light irradiation has been discovered to trigger faster depolymerization even at lower temperatures. The activation of a macroCTA by Eosin Y results in accelerated macroradical generation, significantly improving current depolymerization approaches.
Article
Chemistry, Organic
Seiya Tanaka, Yoshiki Nakayama, Yusuke Konishi, Takashi Koike, Munetaka Akita
Article
Chemistry, Inorganic & Nuclear
Yuya Tanaka, Kohei Ohmura, Shintaro Fujii, Tomofumi Tada, Manabu Kiguchi, Munetaka Akita
INORGANIC CHEMISTRY
(2020)
Article
Chemistry, Organic
Naoki Noto, Keigo Takahashi, Shion Goryo, Akira Takakado, Koichi Iwata, Takashi Koike, Munetaka Akita
JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Chemistry, Multidisciplinary
Kentaro Mishiba, Yuya Tanaka, Munetaka Akita
Summary: This study reports the synthesis, electrochemical, and photophysical properties of aromatic hydrocarbons with dimesitylborylethynyl peripherals, showing effective π conjugation due to the spacer inserted between the bulky groups. Despite small structural differences, benzene, naphthalene, and anthracene derivatives exhibit different photophysical properties, with anthracene derivatives showing high quantum yields and aggregation-induced emission behavior. The anthracene derivatives also show unique absorption and emission bands derived from efficient intramolecular orbital interactions, resulting in materials with controllable HOMO-LUMO gaps.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Physical
Naoki Noto, Yuki Hyodo, Michito Yoshizawa, Takashi Koike, Munetaka Akita
Review
Chemistry, Multidisciplinary
Ranjini Laskar, Tanay Pal, Trisha Bhattacharya, Siddhartha Maiti, Munetaka Akita, Debabrata Maiti
Summary: Transition metal mediated C-H functionalization has been widely studied in organic synthesis, but the sustainability of these transformations is still underdeveloped. In this report, we explore metal-centered catalysis using mechanochemistry and microwave irradiation without toxic organic solvents. We discuss C-H functionalizations carried out in water and solvent-devoid conditions, as well as different metal centers and mechanistic pathways. This review aims to address environmental challenges and encourage innovative ideas for organic reactions.
Article
Chemistry, Multidisciplinary
Yuya Tanaka, Reo Kawano, Munetaka Akita
Summary: Controlling the localization/delocalization of radicals is crucial for functional materials. In this study, the authors synthesized and studied diruthenium (p-diethynylacene)diyl complexes and their monocationic radical species. They found that the energy gaps could be finely tuned by the acene rings in the bridging ligands, resulting in absorption maxima ranging from UV to NIR. The cationic species showed characteristic NIR bands attributed to charge resonance and pi-pi* transition bands, and the expansion of acene rings led to blue shifts of charge resonance bands and red shifts of pi-pi* transition bands.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Editorial Material
Chemistry, Organic
Munetaka Akita, Paola Ceroni, Corey R. J. Stephenson, Geiraldine Masson
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Yuya Tanaka, Yeana Bae, Fumiya Ogasawara, Keita Suzuki, Shuji Kobayashi, Satoshi Kaneko, Shintaro Fujii, Tomoaki Nishino, Munetaka Akita
Summary: Precise control of molecule-electrode interface is achieved by designing ruthenium acetylide molecular wires with long-legged phosphine ligands, allowing for sterically controlled molecule-electrode interface. The observation of sharpened Raman signals for acetylene stretching in the self-assembled monolayers suggests the formation of uniform SAMs due to steric hindrance. Scanning tunneling microscope break-junction study reveals narrow conductance features, indicating a uniform molecular junction and effective electronic interactions unique to the long-legged derivatives.
ADVANCED MATERIALS INTERFACES
(2023)
Article
Chemistry, Multidisciplinary
Yuya Tanaka, Hiroki Takahashi, Munetaka Akita
Summary: Understanding the electronic properties of mixed-valence states of organometallic molecular wires is crucial for studying electron transfer phenomena. In this study, diruthenium bridging wires with acyl-substituted cyclopentadienyl rings were synthesized and their properties were investigated. It was found that the interaction between the two metal centers is stronger in the para-isomers than in the meta-isomers. The spectroelectrochemical study showed significant higher-energy shifts of the (C O) vibrations upon oxidation, and the electron transfer rate constants were determined to be in the orders of 10(12) s-1 (para-isomers) and 10(9) s-1 (meta-isomers).
ACS ORGANIC & INORGANIC AU
(2022)
Article
Chemistry, Multidisciplinary
Shiori Ogawa, Swarup Chattopadhyay, Yuya Tanaka, Tatsuhiko Ohto, Tomofumi Tada, Hirokazu Tada, Shintaro Fujii, Tomoaki Nishino, Munetaka Akita
Summary: Control of charge carriers through molecular structure reveals the unique substituent effects on conduction orbitals, with drastic changes in conductance properties due to intrinsic narrow HOMO-LUMO gaps. The study investigates single-molecule conductance and dominant conductance routes, showing a shift from HOMO to LUMO conductance based on substituent groups. This research highlights the importance of terminal anchor groups in determining the charge carrier and conducting behavior in molecular junctions.
Article
Chemistry, Multidisciplinary
Yuya Tanaka, Yuya Kato, Kaho Sugimoto, Reo Kawano, Tomofumi Tada, Shintaro Fujii, Manabu Kiguchi, Munetaka Akita
Summary: This study reports multinuclear organometallic molecular wires with high conductance attributed to efficient energy alignment between the Fermi level of the metal electrodes and the HOMO levels of the molecular wires. Strong Ru-Ru interaction through bridging ligands raises the HOMO levels to access the Fermi level, leading to high conductance and small attenuation factors.
Article
Chemistry, Multidisciplinary
Ryo Taniguchi, Naoki Noto, Seiya Tanaka, Keigo Takahashi, Sujan K. Sarkar, Ryoko Oyama, Manabu Abe, Takashi Koike, Munetaka Akita
Summary: A metal-free and operationally simple strategy has been developed for the generation of various alpha-monofluoroalkyl radicals, using a combination of 1,4-bis(diarylamino)naphthalene photocatalyst and sulfoximine-based fluoroalkylating reagents. This protocol can be applied to the modular synthesis of beta-monofluoroketones through radical monofluoroalkylation of alkenyl acetates.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Inorganic & Nuclear
Masahisa Osawa, Sakie Soma, Mikio Hoshino, Yuya Tanaka, Munetaka Akita
DALTON TRANSACTIONS
(2020)
Article
Chemistry, Multidisciplinary
Kenta Ito, Tomoya Nishioka, Munetaka Akita, Akiyoshi Kuzume, Kimihisa Yamamoto, Michito Yoshizawa
