Article
Chemistry, Multidisciplinary
Tobias Brueckner, Felipe Fantuzzi, Tom E. Stennett, Ivo Krummenacher, Rian D. Dewhurst, Bernd Engels, Holger Braunschweig
Summary: The study found that NHC-stabilised diboryne can undergo a high-yielding reaction with tetraethyldiphosphine at room temperature to form a B2P2 heterocycle, which can be oxidised to different ionic forms. With each oxidation step, the structure of the heterocycle changes, showing different forms.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Timon Kurzawa, Reinhold Zimmer, Ernst-Ulrich Wuerthwein, Hans-Ulrich Reissig
Summary: In this study, the acetic anhydride-promoted reaction of a model pyrimidine N-oxide to a 4-acetoxymethyl-substituted pyrimidine derivative was investigated. The experiments and quantum chemical calculations revealed that a (pyrimidin-4-yl)methyl radical is a key species in the rearrangement and that the reaction proceeds through radical intermediates. The calculations also showed that both concerted [3,3]-sigmatropic rearrangements and stepwise processes are energetically feasible.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Mikhail Feofanov, Vladimir Akhmetov, Ryo Takayama, Konstantin Amsharov
Summary: A novel catalyst-free approach to benzoannulated oxygen-containing heterocycles from fluorinated oligophenylenes is reported, utilizing potassium tert-butoxide as an O2- synthon. The radical nature of the reaction enables nucleophilic substitution and facilitates de-tert-butylation, allowing for multiple annulations and the synthesis of ladder-type O-heteroacenes and oligodibenzofurans.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Xiaozhou Xie, Jiangtao Sun
Summary: The catalyst-free reaction described in this study allows for the straightforward synthesis of 1,5-dihydro-2H-benzo[b]azepin-2-ones under mild reaction conditions, with a broad substrate scope and good functional group tolerance. Additionally, a series of pyridoazepinones have been prepared using N-pyridinyl sulfilimine as the substrate.
Article
Chemistry, Multidisciplinary
Johannes Nebauer, Christian Neiss, Marcel Krug, Alexander Vogel, Dominik Fehn, Shuhei Ozaki, Frank Rominger, Karsten Meyer, Kenji Kamada, Dirk M. Guldi, Andreas Goerling, Milan Kivala
Summary: This article describes a new type of nitrogen-centered polycyclic scaffold synthesized through intramolecular oxidative cyclodehydrogenation of tri(1-naphthyl)amine, which is the first example of a direct 3-fold cyclization of a triarylamine under oxidative conditions. Experimental and theoretical studies reveal the impact of cyclization on the electronic and photophysical properties, and mechanistic studies suggest the cyclization occurs under kinetic control via a dicationic mechanism.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Jingyang Qin, Manuel Barday, Samikshan Jana, Nil Sanosa, Ignacio Funes-Ardoiz, Christopher J. Teskey
Summary: A mild and selective hydropyridylation method for dienes was reported, allowing for traceless coupling of dienes on a wide range of pyridine substrates. The method showed good functional group tolerance, making it suitable for late-stage functionalization. The mechanistic pathway involved non-reversible hydrogen atom transfer, resulting in a reaction that was uniquely selective for dienes in the presence of other olefins.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Byeongseok Kweon, Changha Kim, Seonyul Kim, Sungwoo Hong
Summary: An efficient strategy for remote C-H pyridylation of hydroxamates with excellent ortho-selectivity has been developed by designing new photon-absorbing O-aryl oxime pyridinium salts. The photoexcitation of oxime pyridinium intermediates generates iminyl radicals via photolytic N-O bond cleavage, allowing for the installation of pyridyl rings at the gamma-CN position. This novel synthetic approach offers advantages in terms of efficiency, simplicity, and broad functional group tolerance under mild and metal-free conditions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Myojeong Kim, Euna You, Jieun Kim, Sungwoo Hong
Summary: An efficient method for functionalizing pyridines and quinolines through radical-mediated reactions has been developed, allowing for selective modification of heteroatom positions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Chenxiao Qi, Guillaume Force, Vincent Gandon, David Leboeuf
Summary: A novel method for haloamidation is introduced in this paper, providing new building blocks for drug discovery. This method overcomes some limitations of traditional reactions and the reaction mechanism is deeply studied, which is expected to promote the development of more complex transformations in this field.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Raphael Robidas, Claude Y. Legault
Summary: A mechanism is proposed to explain the formation of benzobicyclo[3.2.0]heptane derivatives from 1,7-enyne derivatives bearing a terminal cyclopropane, which has been previously reported.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Friedrich Wossidlo, Daniel S. Frost, Jinxiong Lin, Nathan T. Coles, Katrin Klimov, Manuela Weber, Tobias Boettcher, Christian Mueller
Summary: In this study, a novel phosphinine selenide was successfully synthesized and isolated for the first time, showing enhanced basicity and nucleophilicity compared to unsubstituted phosphinine. This compound exhibits distinct reactivity towards various reagents, paving the way for new perspectives in low coordination phosphorus chemistry.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Jinxiong Lin, Friedrich Wossidlo, T. Coles Nathan, Manuela Weber, Simon Steinhauer, Tobias Boettcher, Christian Mueller
Summary: In this study, a phosphinine-borane adduct was synthesized and characterized for the first time using crystallography. The reaction heavily depends on the substituents in the phosphorus heterocycle. In contrast, the reaction of B2H6 with different substituted phosphinines leads to an equilibrium between the starting materials and the adducts, determined by the Lewis basicity. The novel phosphinine-borane adduct exhibits rapid and facile reactivity towards phenylacetylene, forming a previously unknown dihydro-1-phosphabarrelene with styrene.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Jinxiong Lin, Friedrich Wossidlo, T. Coles Nathan, Manuela Weber, Simon Steinhauer, Tobias Boettcher, Christian Mueller
Summary: In this study, a phosphinine-borane adduct was synthesized and characterized for the first time. Additionally, a novel phosphabarrelenium salt was discovered.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Chang-Yin Tan, Myojeong Kim, Inyoung Park, Yuhyun Kim, Sungwoo Hong
Summary: A unified strategy for the deoxygenative or desulfurative pyridylation of various alcohols and thiols has been developed using a single-electron transfer (SET) process mediated by frustrated Lewis pairs (FLPs). The method involves the formation of FLPs between pyridinium salts and PtBu3, and the generation of alkyl radicals through the ionic coupling of phosphine radical cations with in situ generated xanthates. Visible-light irradiation enhances the reaction efficiency. This method offers a previously unrecognized opportunity for the selective heteroarylation of alcohols and thiols with diverse functional groups.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Physical
B. B. Xiao, L. Yang, H. Y. Liu, X. B. Jiang, B. Aleksandr, E. H. Song, Q. Jiang
Summary: The study systematically investigates the oxygen reduction reaction and oxygen evolution reaction of graphene materials embedded with TMN4 clusters (TM = Fe, Co, Ni) using density functional theory calculations. It demonstrates that the functionalization of graphene can dramatically alter the activity and stability of TMN4 clusters, offering new insights into the design of bifunctional oxygen electrodes.
APPLIED SURFACE SCIENCE
(2021)
Article
Chemistry, Multidisciplinary
Mareva Fevre, Gavin O. Jones, Musan Zhang, Jeannette M. Garcia, James L. Hedrick
ADVANCED MATERIALS
(2015)
Article
Chemistry, Analytical
Rudy J. Wojtecki, Alexander Y. Yuen, Thomas G. Zimmerman, Gavin O. Jones, Hans W. Horn, Dylan J. Boday, James L. Hedrick, Jeannette M. Garcia
Article
Chemistry, Physical
Gavin O. Jones, Young A. Chang, Hans W. Horn, Ashwin K. Acharya, Julia E. Rice, James L. Hedrick, Robert M. Waymouth
JOURNAL OF PHYSICAL CHEMISTRY B
(2015)
Article
Polymer Science
Victoria A. Piunova, Hans W. Horn, Gavin O. Jones, Julia E. Rice, Robert D. Miller
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
(2016)
Article
Chemistry, Physical
Isaac M. Markus, Gavin Jones, Jeannette M. Garcia
JOURNAL OF PHYSICAL CHEMISTRY C
(2016)
Article
Chemistry, Multidisciplinary
Xiangyi Zhang, Gavin O. Jones, James L. Hedrick, Robert M. Waymouth
Article
Multidisciplinary Sciences
Gavin O. Jones, Alexander Yuen, Rudy J. Wojtecki, James L. Hedrick, Jeannette M. Garcia
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
(2016)
Article
Chemistry, Multidisciplinary
Amaury Bossion, Gavin O. Jones, Daniel Taton, David Mecerreyes, James L. Hedrick, Zhan Yuin Ong, Yi Yan Yang, Haritz Sardon
Article
Chemistry, Organic
Gavin O. Jones, Zachary J. Krebs
ORGANIC & BIOMOLECULAR CHEMISTRY
(2017)
Article
Multidisciplinary Sciences
Nathaniel H. Park, Gabriel dos Passos Gomes, Mareva Fevre, Gavin O. Jones, Igor V. Alabugin, James L. Hedrick
NATURE COMMUNICATIONS
(2017)
Article
Chemistry, Physical
Nagaphanib Aetukuri, Gavin O. Jones, Leslie E. Thompson, Cagla Ozgit-Akgun, Esin Akca, Gokhan Demirci, Ho-Cheol Kim, Donald S. Bethune, Kumar Virwani, Gregory M. Wallraff
ACS ENERGY LETTERS
(2018)
Article
Chemistry, Physical
Qi Gao, Hajime Nakamura, Tanvi P. Gujarati, Gavin O. Jones, Julia E. Rice, Stephen P. Wood, Marco Pistoia, Jeannette M. Garcia, Naoki Yamamoto
Summary: The study utilizes VQE to investigate biradical systems on quantum simulators and devices, providing guidelines for selecting active spaces in chemical systems. Results show that VQE on a quantum simulator reproduces results from Full CI, while calculations on a quantum device exhibit deviations from exact values.
JOURNAL OF PHYSICAL CHEMISTRY A
(2021)
Article
Chemistry, Physical
Qi Gao, Gavin O. Jones, Mario Motta, Michihiko Sugawara, Hiroshi C. Watanabe, Takao Kobayashi, Eriko Watanabe, Yu-ya Ohnishi, Hajime Nakamura, Naoki Yamamoto
Summary: A quantum chemistry study was conducted on the first singlet and triplet excited states of phenylsulfonyl-carbazole compounds, with quantum simulations on devices showing excellent agreement with experimental data. By utilizing state tomography to purify quantum states and correct energy values, large errors in unmitigated results could be improved to minimal differences with exact values, leading to excellent agreement between predicted values by quantum simulations and those found in experiments.
NPJ COMPUTATIONAL MATERIALS
(2021)
Article
Chemistry, Multidisciplinary
Caleb N. Jadrich, Vince E. Pane, Binhong Lin, Gavin O. Jones, James L. Hedrick, Nathaniel H. Park, Robert M. Waymouth
Summary: A new organocatalyst has been discovered for the ring-opening polymerization of lactones, which exhibits fast and living polymerization reactions. The anions of 2,2'-bisindole activate the monomer via the counterion, enabling modulation of the polymerization rate by changing the counterion.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Polymer Science
Kazuki Fukushima, Gavin O. Jones, Hans W. Horn, Julia E. Rice, Takashi Kato, James L. Hedrick
