Article
Chemistry, Inorganic & Nuclear
Fei Fan, Lixing Zhao, Meiming Luo, Xiaoming Zeng
Summary: Chemically inert C(aryl)-F bonds have been successfully cleaved and coupled with unreactive C(aryl)-O bonds using chromium catalysis, enabling high selectivity and efficiency for cross-electrophile coupling.
Article
Chemistry, Multidisciplinary
Gilles De Smet, Xingfeng Bai, Carl Mensch, Sergey Sergeyev, Gwilherm Evano, Bert U. W. Maes
Summary: This study demonstrates that acetate can serve as a renewable leaving group for selective deoxygenation of phenolics. The Ni-catalyzed reaction in a green solvent allows for efficient deoxygenation without affecting specific functional groups.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Bernard F. Parker, Naoto Chatani
Summary: Selective hydrodefluorination of amides at the ortho position is achieved using sodium borohydride and a nickel catalyst under mild conditions. The formation of a specific nickelacycle intermediate allows for selectivity without the need for electronic directing groups, while fluorine atoms in other positions remain intact. This method eliminates the use of stoichiometric silanes commonly used in other defluorination reactions, resulting in minimal organic waste byproducts.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Applied
Chunzhe Pei, Baiquan Wang
Summary: C-F bond, known for its strength, is challenging to functionalize. In this study, a nickel-catalyzed selective defluorinative carboxylation with CO2 was achieved, yielding various methyl carboxylates, including partially fluorinated compounds. Mechanistic studies suggest the involvement of azanickelacycles as vital intermediates. This novel and straightforward carboxylation strategy expands the scope of C-F bond functionalization and enhances the understanding of highly stable bond reactivity.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Multidisciplinary Sciences
Dingyi Wang, Mingjie Li, Chengdong Shuang, Yong Liang, Yue Zhao, Minyan Wang, Zhuangzhi Shi
Summary: The authors report a method that appends arenes to arylphosphines via rhodium-catalyzed P(III)-directed ortho C-H activation, enabling one-fold, two-fold, and three-fold direct arylation of these compounds. This method provides a solution to the challenges associated with the modular preparation of biaryl monophosphines.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Zhensheng You, Yusuke Masuda, Tomohiro Iwai, Kosuke Higashida, Masaya Sawamura
Summary: A Ni-catalyzed cross-coupling reaction between aryl fluorides and dialkyl phosphonates has been reported. The reaction converts various aryl fluorides into the corresponding aryl phosphonates, even with electron-donating substituents on the aromatic ring. The mechanism studies suggest that the Ni-K+ cooperative action plays a crucial role in facilitating the turnover-limiting step.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Zhensheng You, Yusuke Masuda, Tomohiro Iwai, Kosuke Higashida, Masaya Sawamura
Summary: A new catalytic system has been developed for the cross-coupling reaction between aryl fluorides and dialkyl phosphonates. The reaction shows excellent functional group tolerance and the reaction mechanism has been elucidated through experimental and computational studies.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Da-Liang Zhu, Shan Jiang, Qi Wu, Hao Wang, Hai-Yan Li, Hong-Xi Li
Summary: This study presents a novel visible-light-initiated nickel-catalyzed O-arylation reaction of phenols with arylhalides, utilizing specific base and photosensitizer to achieve the reaction under visible light. The photocoupling reaction exhibits a broad substrate scope.
Article
Chemistry, Organic
Peng Lei, Yibo Wang, Caixia Zhang, Yuge Hu, Juntao Feng, Zhiqing Ma, Xili Liu, Roman Szostak, Michal Szostak
Summary: In this study, the Sonogashira cross-coupling of aryl ammonium salts was successfully catalyzed by [Pd(NHC)(3-CF3-An)Cl2]. The catalyst exhibited broad scope and excellent C-N activation selectivity. The replacement of pyridine with aniline as an ancillary ligand in the Pd(II)-NHC complex was proven to be highly effective in stabilizing the catalyst.
Article
Chemistry, Multidisciplinary
Rin Seki, Naofumi Hara, Teruhiko Saito, Yoshiaki Nakao
Summary: In this study, we reported a novel rhodium catalyst with X-type PAlP pincer ligand for catalytic reduction of a C-O bond and borylation. The reaction mechanism was revealed through characterization of reaction intermediate and deuterium-labeling experiments. This catalytic system demonstrated steric-hindrance-dependent chemoselectivity, providing a new strategy for selective C-O bond activation through heterobimetallic catalysis.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Agricultural Engineering
Sen-Wang Wang, Zhen-Hong He, Jian-Gang Chen, Shao-Yan Yang, Yuan-Yuan Wei, Kuan Wang, Weitao Wang, Xiaoxue Ma, Zhao -Tie Liu
Summary: Catalytic hydrogenolysis of aryl ethers is a green approach for utilizing lignin-derived biomass resources or aromatic plastics. Researchers synthesized cobalt-yttrium bimetallic catalysts and found that one of them exhibited good catalytic performance under mild conditions. The catalyst showed great potential for industrial application, as demonstrated by recycling and gram-scale experiments.
BIOMASS & BIOENERGY
(2022)
Article
Chemistry, Multidisciplinary
Jaime Ponce-de-Leon, Guillermo Marcos-Ayuso, Juan A. Casares, Pablo Espinet
Summary: An efficient Pd/Cu bimetallic cross-coupling catalysis for fluoroaryl halides and fluoroarenes is reported. The in situ generation of Cu nucleophile through rate-determining C-H activation of highly fluorinated aryls (>=4 F atoms) leads to high selectivity in cross-coupling reactions with minimal formation of homocoupling products.
CHEMICAL COMMUNICATIONS
(2022)
Review
Chemistry, Physical
Kuai Wang, Wangqing Kong
Summary: Organofluorine compounds have received significant attention in various industries due to their unique chemical and physical properties. However, the synthesis of these compounds still faces challenges, including difficulties in handling fluorinating reagents and controlling chemoselectivity. In recent decades, the development of Nickel-catalyzed defluorinative cross-couplings has provided powerful strategies for the construction of fluorinated organic compounds. This review summarizes important advances in this field, focusing on aryl fluorides, gem-difluorovinyl, and trifluoromethyl compounds.
Article
Chemistry, Organic
Jing-Ru Wang, Zhi-Qiang Song, Chen Li, Dong-Hui Wang
Summary: A Cu-catalyzed cross-coupling reaction between aryl bromides and 9-BBN-OMe to provide aryl methyl ethers under mild conditions is reported, with the oxalamide ligand BHMPO playing a key role in the transformation. Various functional groups on bromobenzenes are well tolerated, providing the desired anisole products in moderate to high yields.
Article
Chemistry, Multidisciplinary
Tetsuji Yata, Yoshihiro Nishimoto, Kouji Chiba, Makoto Yasuda
Summary: Fluorinated heterocycles have been a focus in the pharmaceutical and agrochemical industries, with various strategies developed for their synthesis. Challenges still remain in the synthesis of fluorinated isocoumarin derivatives. A recent study reported the successful synthesis of diverse fluorinated isocoumarins using indium-catalyzed C-F bond transformation, with the reaction proceeding smoothly with inexpensive reagents.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Inorganic & Nuclear
Heather L. Buckley, John Arnold
DALTON TRANSACTIONS
(2015)
Article
Chemistry, Multidisciplinary
Rosa Padilla, Heather L. Buckley, Ashleigh L. Ward, John Arnold
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
(2015)
Article
Chemistry, Multidisciplinary
Heather L. Buckley, William M. Hart-Cooper, Jong H. Kim, David M. Faulkner, Luisa W. Cheng, Kathleen L. Chan, Christopher D. Vulpe, William J. Orts, Susan E. Amrose, Martin J. Mulvihill
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2017)
Article
Green & Sustainable Science & Technology
Heather L. Buckley, Caitlin H. Touchberry, Jonathan P. McKinley, Zachary S. Mathe, Hurik Muradyan, Hannah Ling, Raj P. Fadadu, Martin J. Mulvihill, Susan E. Amrose
JOURNAL OF RENEWABLE MATERIALS
(2017)
Article
Engineering, Environmental
Noah Kittner, Raj P. Fadadu, Heather L. Buckley, Megan R. Schwarzman, Daniel M. Kammen
ENVIRONMENTAL SCIENCE & TECHNOLOGY
(2018)
Article
Chemistry, Multidisciplinary
Heather L. Buckley, Wayne A. Chomitz, Beata Koszarna, Mariusz Tasior, Daniel T. Gryko, Penelope J. Brothers, John Arnold
CHEMICAL COMMUNICATIONS
(2012)
Article
Chemistry, Multidisciplinary
Heather L. Buckley, Mitchell R. Anstey, Daniel T. Gryko, John Arnold
CHEMICAL COMMUNICATIONS
(2013)
Article
Chemistry, Multidisciplinary
Rosa Padilla, Heather L. Buckley, Ashleigh L. Ward, John Arnold
CHEMICAL COMMUNICATIONS
(2014)
Article
Chemistry, Inorganic & Nuclear
Heather L. Buckley, Leah K. Rubin, Mikolaj Chrominski, Brendon J. McNicholas, Katherine H. Y. Tsen, Daniel T. Gryko, John Arnold
INORGANIC CHEMISTRY
(2014)
Article
Chemistry, Multidisciplinary
Heather L. Buckley, Annelise R. Beck, Martin J. Mulvihill, Michelle C. Douskey
JOURNAL OF CHEMICAL EDUCATION
(2013)
Article
Chemistry, Multidisciplinary
Ashleigh L. Ward, Heather L. Buckley, Wayne W. Lukens, John Arnold
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2013)
Article
Chemistry, Multidisciplinary
Megan R. Schwarzman, Heather L. Buckley
JOURNAL OF CHEMICAL EDUCATION
(2019)
Article
Engineering, Electrical & Electronic
Vahid Moradi, Emmanuelle A. Caws, Peter M. Wild, Heather L. Buckley
SENSORS AND ACTUATORS A-PHYSICAL
(2020)
Review
Biochemistry & Molecular Biology
Anna M. Curtin, Matthew C. Thibodeau, Heather L. Buckley
Article
Chemistry, Inorganic & Nuclear
Jessica A. Ziegler, Heather L. Buckley, John Arnold
DALTON TRANSACTIONS
(2017)