Article
Chemistry, Multidisciplinary
Zhusong Cao, Jianye Li, Youwen Sun, Hanwen Zhang, Xueling Mo, Xin Cao, Guozhu Zhang
Summary: The method involves the use of a copper nucleophile complex as a photocatalyst, which reduces the silicon-tethered aliphatic iodide to an alkyl radical to initiate 1,n-hydrogen atom transfer. Unactivated secondary and tertiary C-H bonds at beta, gamma, and delta positions can be functionalized in a predictable manner.
Article
Chemistry, Physical
Julia Bueker, Martin Muhler, Baoxiang Peng
Summary: This concept article provides a comprehensive overview of recent advances in selective oxidation of cyclohexene using heterogeneous transition metal-based catalysts and environmentally benign oxidants.
Article
Chemistry, Multidisciplinary
Patrick J. Sarver, Noah B. Bissonnette, David W. C. MacMillan
Summary: The study presents a method for converting strong, aliphatic C(sp(3))-H bonds into alkyl sulfinic acids using decatungstate photocatalysis, which can be applied to a variety of C(sp(3))-rich molecules for efficient synthesis of complex sulfur-containing compounds. Furthermore, the method demonstrates potential for divergent synthesis of pharmaceutically relevant molecules through diversification of the sulfinic acid products into various medicinally relevant functional groups.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Jiayuan Wang, Youwan Ye, Tongzhi Sang, Chenxing Zhou, Xiazhen Bao, Yong Yuan, Congde Huo
Summary: A general C(sp3)-H/C(sp3)-H dehydrogenative coupling strategy for the preparation of various natural or unnatural amino acids from readily available glycine derivatives and hydrocarbons is reported, which involves a combination of SET and HAT process.
Article
Chemistry, Analytical
Xin Zhang, Xianghui Shi, Yong Pan, Juncheng Jiang
Summary: This study investigates the pyrolysis behavior of tert-butyl hydroperoxide (TBHP) through molecular dynamics simulations. The main pyrolysis products and reaction pathways are identified, and a detailed reaction mechanism is proposed. The calculated apparent activation energy agrees reasonably with experimental results. This research provides scientific guidance for the process safety of organic peroxides and the development of suppression technologies.
JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS
(2022)
Article
Chemistry, Organic
Zhang Yunqian, Zhou Chenfan, Liu Gongqing
Summary: Phosphoroselenoates are widely used in organic synthesis and drug discovery. This study developed a new method for the synthesis of phosphoroselenoates through the oxidative coupling reaction of diselenides with phosphites using t-butyl hydroperoxide (TBHP) as an oxidant. The advantages of this method include mild reaction conditions, broad substrate scope, excellent yields, and the absence of transition metals and bases.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Xinyu Liu, Zhifan Wang, Qiwei Wang, Yuanhua Wang
Summary: The selective diamination of arylcyclobutanes was achieved by rhodium(II) catalysis using N-fluorobenzenesulfonimide as the oxidant and nitrogen source.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Qing-Qiang Min, Jia-Wen Yang, Meng-Juan Pang, Gui-Zhen Ao, Feng Liu
Summary: An efficient and general method for catalytic installation of azido and thiocyanato groups via remote C(sp(3))-H activation is described. The copper-catalyzed reaction proceeds through a cascade of single-electron transfer, favorable 1,5-hydrogen atom transfer, and C-N/C-S cross-coupling, providing distal azido and thiocyanato alkylamines. This reaction is applicable to various types of C(sp(3))-H functionalization and demonstrates excellent site-selectivity and functional-group compatibility.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Jinhong Chen, Hao Wang, Craig S. Day, Ruben Martin
Summary: A nickel-catalyzed site-selective intermolecular amidation of saturated C(sp(3))-H bonds has been reported, allowing for the introduction of amide functionalities at specific sites. This method exhibits a predictable reactivity pattern, offering a complementary reactivity profile to existing oxidative processes or metal-catalyzed C(sp(3))-N bond-forming reactions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Tian-Ci Wang, Ling Zhu, Shiwei Luo, Zhong-Sheng Nong, Pu-Sheng Wang, Liu-Zhu Gong
Summary: Asymmetric functionalization of the C(sp(3))-H bond using chiral phosphoramidite-palladium catalysis was successfully achieved in this study, leading to the synthesis of enantioenriched beta-amino-gamma,delta-unsaturated carbonyl derivatives and providing a key intermediate for the asymmetric synthesis of Focalin. The research also revealed an umpolung reactivity of N-allylimines through a concerted proton and two-electron transfer process.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Liang Hu, Guangrong Meng, Jin-Quan Yu
Summary: This study reports the first Pd(II)-catalyzed intermolecular fi-methylene C(sp3)-H arylation of free aliphatic acids using bidentate pyridine-pyridone ligands. The bite angle of the ligand plays a key role in promoting fi-methylene C-H activation of free carboxylic acid. This transformation provides a disconnection for alkylation of arenes with simple aliphatic acids.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
A. Young Ji, Annaram Thirupathi, Joon Young Hwang, Yuri Kim, Gyuri Han, Kwang-Hyun Ahn, Kyungtae Kang, Eun Joo Kang
Summary: The Fe-III(phen)(3) catalysis of the benzylic C(sp(3))-H azidation of indoles has been studied. The Fe(III) complex can selectively oxidize indoles to form arene radical cations, which are transformed into benzylic C(sp(3)) radical intermediates. This strategy exhibits a difference in reactivity between N-heteroarenes and benzene, which is difficult to achieve via direct hydrogen abstraction approaches. Various biorelevant azide precursors were constructed, highlighting the utility of this mild first-row transition-metal catalyst system.
Article
Chemistry, Organic
A. Young Ji, Annaram Thirupathi, Joon Young Hwang, Yuri Kim, Gyuri Han, Kwang-Hyun Ahn, Kyungtae Kang, Eun Joo Kang
Summary: The FeIII(phen)3 catalysis of benzylic C(sp3)-H azidation of indoles was studied. The Fe(III) complex can selectively oxidize indoles to form arene radical cations, which further transform into benzylic C(sp3) radical intermediates. This strategy exhibits a difference in reactivity between N-heteroarenes and benzene, which is difficult to achieve via direct hydrogen abstraction approaches. Various biorelevant azide precursors were synthesized, demonstrating the utility of this mild first-row transition-metal catalyst system.
Review
Chemistry, Multidisciplinary
Zuxiao Zhang, Pinhong Chen, Guosheng Liu
Summary: Radical-involved transition metal catalysis enables new reactivities, and copper-catalyzed radical relay shows great potential in C(sp(3))-H functionalization. Significant progress has been made in asymmetric C-H functionalization through ligand design.
CHEMICAL SOCIETY REVIEWS
(2022)
Review
Chemistry, Multidisciplinary
Bijin Li, Mazen Elsaid, Haibo Ge
Summary: C(sp(3))-H functionalization is an important method to increase molecular complexity. Despite the initial challenges of inertness and high bond-dissociation energies, these hurdles can be overcome through selective strategies, leading to efficient construction of C-C and C-X bonds. This review discusses transition-metal-catalyzed site-selective gamma- and delta-C(sp(3))-H functionalization reactions and explores their applications in late-stage functionalization of medicinal compounds and construction of complex molecules of medicinal importance.
Article
Chemistry, Organic
Mengru Li, Fushun Liang
TETRAHEDRON LETTERS
(2016)
Article
Chemistry, Organic
Yueju Li, Fushun Liang
TETRAHEDRON LETTERS
(2016)
Article
Chemistry, Organic
Rui Wang, Wei Guan, Zheng-Bo Han, Fushun Liang, Takeo Suga, Xihe Bi, Hiroyuki Nishide
Article
Chemistry, Organic
Xia Liu, Xin Zhao, Fushun Liang, Baoyi Ren
ORGANIC & BIOMOLECULAR CHEMISTRY
(2018)
Article
Chemistry, Multidisciplinary
Shuai Tian, Huili Ma, Xuan Wang, Anqi Lv, Huifang Shi, Yun Geng, Jie Li, Fushun Liang, Zhong-Min Su, Zhongfu An, Wei Huang
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2019)
Article
Chemistry, Organic
Rui Wang, Lili Wang, Qin Xu, Bao-Yi Ren, Fushun Liang
Article
Chemistry, Multidisciplinary
Xiangming Wang, Zepeng Wang, Hua Feng, Chongyang Lin, Huifang Shi, Zhongfu An, Zhong-Min Su, Fu-Shun Liang
Summary: The room-temperature phosphorescence of 1,8-naphthalimide can be activated by doping it into aromatic dicarboxylic acids. The doping system generates a bright yellow afterglow, and a phosphorescent lifetime of 403 ms and a quantum yield of 4.2% can be achieved with 0.02 mol% doping content of 1,8-naphthalimide and isophthalic acid. Both energy transfer from the host to the guest and the formation of an intermolecular hydrogen-bonding network contribute to the efficient and long-lived phosphorescence observed.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Rui Wang, Kai-jun Xie, Qiang Fu, Min Wu, Gao-feng Pan, Da-wei Lou, Fu-Shun Liang
Summary: A visible-light-promoted atomic substitution reaction has been developed for transforming thiocacids into carboxylic acids using DMSO as the oxygen source, resulting in over 90% yields of various alkyl and aryl carboxylic acids. The reaction proceeds smoothly through the photochemical reactivity of the formed hydrogen-bonding adduct between thioacids and DMSO.
Review
Chemistry, Applied
Xiangming Wang, Mengjiao Dong, Zijuan Li, Zepeng Wang, Fu-Shun Liang
Summary: Recently, the research on organic room-temperature phosphorescent materials (ORTP) and organic long persistent luminescence (OLPL) has gained significant attention in the fields of chemistry and material science. Although there have been many reports on high-efficiency ORTP and OLPL achieved through organic small molecule doping systems, the lack of clear molecular design principles and understanding of complex doping mechanisms hinders further development and practical applications. This mini-review summarizes the recent progress in ORTP and OLPL achieved through the doping system of organic small molecules, emphasizing the relationship between molecular structure and luminescent performance, and presents the current challenges and prospects for future development in this field.
Review
Chemistry, Multidisciplinary
Zepeng Wang, Xiaojie Cheng, Yingjie Xie, Shulin Liu, Mengjiao Dong, Jianfeng Zhao, Fushun Liang, Zhongfu An, Wei Huang
Summary: This review summarizes recent work on organic phosphorescence of heterocycles with boron, sulfur, and phosphorus heteroatoms and highlights the significance of the guidelines for constructing efficient phosphorescence molecules.
Article
Chemistry, Physical
Yingxiao Mu, Fu-Shun Liang, Zijuan Li, Liyun Liao, Xiangming Wang, Yanping Huo, Zhong-Min Su
Summary: Host-guest doping systems using phthalimides (BI) and N-methylphthalimide (NMeBI) as hosts, and 1,8naphthalimide (NI) and 4-bromo-1,8-naphthalimide (4BrNI) as guests, were developed. The system with a strong C=O···H-N hydrogen bond between 0.2% NI/BI (molar ratio) exhibited a higher phosphorescence quantum efficiency (29.2%) than that of NI/NMeBI with a weak C=O···H-C hydrogen bond (10.1%). A similar trend was observed in the 4BrNI guest system. The 0.5% 4BrNI/BI composite achieved a remarkable phosphorescent efficiency of 42.1%, which represents the highest value in NI-based phosphors. This research suggests that stronger hydrogen bonding may contribute more to boosting phosphorescence efficiency.
JOURNAL OF PHYSICAL CHEMISTRY LETTERS
(2023)
Article
Chemistry, Inorganic & Nuclear
Huiqin Xu, Jia Li, Lin Liu, Fu-Shun Liang, Zheng-Bo Han
Summary: Three isostructural MOF materials with triangular bipyramid cages and segmented one-dimensional channels were developed using the pore space partition strategy. Among them, Co-DOBDC-TPB exhibited the highest CO2 uptake capacity and good CO2/N-2 and CO2/CH4 selectivity. Additionally, Co-DOBDC-TPB showed exceptional desorption within 10 minutes. These materials may have potential applications in flue gas and natural gas purification.
INORGANIC CHEMISTRY
(2023)
Article
Optics
Zijuan Li, Liyun Liao, Shulin Liu, Yingxiao Mu, Yanping Huo, Fu-Shun Liang
Summary: In this study, 8-naphthylimide (NI) was doped in polyvinyl alcohol (PVA) or polyacrylic acid (PAA) matrices (0.2%, mass ratio) to achieve persistent room-temperature phosphorescence (pRTP). The pRTP is attributed to the formation of a rigid environment constructed by abundant hydrogen bonds. Additionally, color-tunable persistent luminescence of RB@NI@PVA and RB@NI@PAA doped films was successfully achieved through phosphorescent resonance energy transfer strategy, utilizing the overlap between NI's phosphorescent emission and Rhodamine B's absorption.
JOURNAL OF LUMINESCENCE
(2023)
Article
Chemistry, Organic
Shulin Liu, Rui Wang, Bo Zhu, Wei Guan, Fushun Liang
ORGANIC & BIOMOLECULAR CHEMISTRY
(2019)
Article
Chemistry, Organic
Qiang Fu, Rui Wang, Fushun Liang, Wei Guan
ORGANIC & BIOMOLECULAR CHEMISTRY
(2018)