Nengbo Zhu

Chinese Academy of Sciences

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Hongli Bao

Fujian Institute of Research on the Structure of Matter

Yajun Li

Ministry of Public Security of the People's Republic of China

Haigen Xiong

University of Chinese Academy of Sciences

Bo Qian

Chinese Academy of Sciences

Changqing Ye

East China University of Technology

Xinhao Zhang

Shenzhen Bay Laboratory

Wen‐Ming Wan

Fujian Normal University

Mong‐Feng Chiou

Fujian Normal University

Baichen Wang

Shenyang Aerospace University

Wujun Jian

Guizhou University

Cooperative Institutions

Chinese Academy of Sciences

Fujian Institute of Research on the Structure of Matter

University of Chinese Academy of Sciences

State Key Laboratory of Structural Chemistry

Fujian Normal University

Fuzhou University

University of Science and Technology of China

Hefei University of Technology

Dalian University

Dalian University of Technology

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Iron-Catalyzed C–H Alkylation of Heterocyclic C–H Bonds

Organic Letters (2016)

Kaki Raveendra Babu Nengbo Zhu Hongli Bao

An efficient, iron-catalyzed C-H alkylation of benzothiazoles by using alkyl diacyl peroxides and alkyl tert-butyl peresters which are readily accessible from carboxylic acids to synthesize 2-alkylbenzothiazoles is developed. This reaction is environmentally benign and compatible with a broad range of functional groups. Various primary, secondary, and tertiary alkyl groups can be efficiently incorporated into diverse benzothiazoles. The effectiveness of this method is illustrated by late-stage functionalization of biologically active heterocycles.

Primary (astronomy)

Functional group

Reaction conditions

10.1021/acs.orglett.6b03287

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Citations (78)

Metal-catalyzed asymmetric reactions enabled by organic peroxides

Chemical Society Reviews (2024)

Nengbo Zhu Huijie Yao Xiyu Zhang Hongli Bao

This review summarizes the advances in metal-catalyzed asymmetric reactions enabled by organic peroxides that have been found to exhibit multifunctionalities, for instance, applied as stoichiometric reactants, stoichiometric reagents, or catalytic amount reagents.

Organic Synthesis

Organic reaction

Organic molecules

10.1039/d3cs00735a

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Citations (14)

Synthesis and properties of chain‐extended bismaleimide resins containing phthalide cardo structure

Polymer International (2010)

Xuhai Xiong Ping Chen Qi Yu Nengbo Zhu Baichen Wang

Abstract Three novel bismaleimide (BMI) monomers containing phthalide groups in their structures, i.e. 3,3‐bis[4‐(4‐maleimidophenoxy)phenyl]phthalide, 3,3‐bis[4‐(4‐maleimidophenoxy)‐3‐methylphenyl]phthalide and 3,3‐bis[5‐isopropyl‐4‐(4‐maleimidophenoxy)‐2‐methylphenyl]phthalide, based on phenolphthalein, o ‐cresolphthalein and thymolphthalein, respectively, were designed and synthesized. The chemical structures of the monomers were confirmed from 1 H NMR and 13 C NMR spectroscopy and Fourier transform infrared spectroscopy. These monomers exhibit good solubility in common organic solvents, enabling easy solution processing. The thermal curing behavior of the monomers was investigated using differential scanning calorimetry, displaying broad exothermic peaks and large thermal processing windows. Thermogravimetric analysis and dynamic mechanical analysis were used to characterize the thermal stability and thermal mechanical properties of the resulting BMI resins. The results, in contrast to bisphenol A‐based BMI resin, indicate that the incorporation of the phthalide structure into the polybismaleimide network can effectively improve the thermal properties. Water absorption tests of the cured products demonstrate the chemical structure has an effect on moisture resistance. Copyright © 2010 Society of Chemical Industry

Phthalide

Thermogravimetric analysis

Thermal Stability

Phenolphthalein

10.1002/pi.2900

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Citations (49)

CCDC 1510155: Experimental Crystal Structure Determination

The Cambridge Structural Database (2017)

Kaki Raveendra Babu Nengbo Zhu Hongli Bao

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

Crystal (programming language)

10.5517/ccdc.csd.cc1mpfpf

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Pyrazine-Based Water-Soluble Conjugated Polymer Synthesis Enabled by Synchronized Pyrazine Construction and Polymerization

Macromolecules (2024)

Huijie Yao Haiyang Huang Xiyu Zhang Nengbo Zhu Hongli Bao

Water-soluble conjugated polymers (WSCPs), distinguished by their unique optoelectronic properties and water solubility, have found versatile applications. Despite the fact that pyrazine and its fused ring serve as pivotal building blocks in high-performance conjugated polymers, the exploration of WSCPs incorporating a pyrazine ring in the backbone has been limited due to synthetic challenges. Herein, we developed a new synthetic strategy with synchronized pyrazine construction and polymerization that can transform vinyl azides into pyrazine cores under metal-free and open-to-air conditions. Employing this approach, we designed and prepared a series of novel pyrazine-based WSCPs with good water solubility and fluorescence properties. Remarkably, the photoluminescence intensity of WSCPs with free carboxyl groups surpassed that of conjugated polymers featuring ester groups. Single crystal X-ray diffraction analysis and DFT calculations indicated that this enhancement could be attributed to the presence of pyrazine rings and carboxyl groups in the polymer backbone, facilitating the formation of intermolecular hydrogen bonds. These interactions could effectively restrict vibrational relaxation and minimize the loss of energy via nonradiative decay pathways, ultimately resulting in higher emission intensity.

Pyrazine

10.1021/acs.macromol.4c00978

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CCDC 1579242: Experimental Crystal Structure Determination

The Cambridge Structural Database (2018)

Nengbo Zhu Yajun Li Hongli Bao

10.5517/ccdc.csd.cc1q0b9c

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Synthesis of Amidine Derivatives by Intermolecular Radical Addition to Nitrile Groups of AIBN Derivatives

Synlett (2021)

Hongli Bao Min Su Nengbo Zhu Mong‐Feng Chiou

Abstract A synthesis of amidine derivatives through intermolecular addition of nitrogen-centered radicals to nitriles is reported. Experimental studies and density functional theory calculations were conducted to probe the mechanism of this reaction. The results suggest that the alkyl nitriles are activated by attracting chlorine atoms and are subsequently attacked by nitrogen-centered radicals, resulting in the intermolecular radical addition of nitriles to amidines.

Amidine

Chlorine atom

10.1055/a-1344-6175

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Copper-catalyzed diesterification of 1,3-diene for the synthesis of allylic diester compounds

Tetrahedron Letters (2016)

Bo Qian Haigen Xiong Nengbo Zhu Changqing Ye Wujun Jian

Diene

10.1016/j.tetlet.2016.06.087

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Citations (10)

Reductive Deuteration of Ketones with Magnesium and D2O for the Synthesis of α-Deutero-o-methyl-benzhydrol

Organic Syntheses (2021)

Nengbo Zhu

10.15227/orgsyn.098.0051

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γ-Amino Butyric Acid (GABA) Synthesis Enabled by Copper-Catalyzed Carboamination of Alkenes

Organic Letters (2017)

Nengbo Zhu Ting Wang Liang Ge Yajun Li Xinhao Zhang

γ-Amino butyric acid (GABA) is the chief inhibitory neurotransmitter in the mammalian central nervous system. Many GABA derivatives are used clinically to prevent or treat neurodegenerative diseases. Copper-catalyzed carboamination of alkenes offers an efficient method to fashion the core structure of GABA derivatives from alkenes. In this reaction, acetonitrile serves as the source of the carbon and nitrogen functionalities used to difunctionalize alkenes. Experimental and density functional theory (DFT) studies were carried out to investigate the mechanism of the reaction, and a copper-catalyzed radical-polar crossover mechanism is proposed.

10.1021/acs.orglett.7b01969

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Citations (67)