Group 9 [Cp*MIII] complex-catalyzed C–H olefination of arenes in water at room temperature: a study on the catalytic activity

Literature Information

Publication Date 2019-02-12
DOI 10.1039/C8QO01407H
Impact Factor 5.281
Authors

Hailong Zhang, Zhongzhen Yang, Jinxing Liu, Xinling Yu, Qiantao Wang, Yong Wu


View Original

Abstract

Herein, we report our discovery of group 9 [Cp*MIII] complexes catalyzing the olefination of arenes in water at ambient temperature. The reaction afforded the desired products in moderate to good yields. Among the group 9 [Cp*MIII] complexes, [Cp*RhCl2]2 was found to be the most efficient catalyst in this reaction, with the highest catalytic activity, the best scalability, the best recyclability and the broadest substrate scope. Mechanistic investigation revealed that the C–H bond cleavage was most likely to be achieved through the concerted metalation–deprotonation (CMD).

Related Literature

A “turn-off” red-emitting fluorophore for nanomolar detection of heparin

Palash Jana, Mithun Radhakrishna, Saumyakanti Khatua, Sriram Kanvah

2018-01-24 Paper

DOI: 10.1039/C7CP06300H

Collisions of noble gas atoms with graphene and a graphene nanodome

Xin Zhang, Shiwei Cao, Zhan Li, Ning Zhang, Ximeng Chen

2018-01-30 Paper

DOI: 10.1039/C7CP07548K

Chemistry through cocrystals: pressure-induced polymerization of C2H2·C6H6 to an extended crystalline hydrocarbon

Matthew D. Ward, Haw-Tyng Huang, Li Zhu, Arani Biswas, Dmitry Popov, Timothy A. Strobel

2018-02-02 Paper

DOI: 10.1039/C7CP07852H

Eliminating common biases in modelling the electrical conductivity of carbon nanotube–polymer nanocomposites

Linh Trong Hoang, Siu Ning Leung, Zheng Hong Zhu

2018-04-12 Communication

DOI: 10.1039/C8CP01715H

Facile synthesis of yolk shell Mn2O3@Mn5O8 as an effective catalyst for peroxymonosulfate activation

Aimal Khan, Shuhua Zou, Ting Wang, Jerosha Ifthikar, Ali Jawad, Zhuwei Liao, Ajmal Shahzad, Audrey Ngambia, Zhuqi Chen

2018-04-18 Paper

DOI: 10.1039/C8CP02080A

Novel two-dimensional ferromagnetic semiconductors: Ga-based transition-metal trichalcogenide monolayers

Maolin Yu, Xiaofei Liu, Wanlin Guo

2018-01-30 Paper

DOI: 10.1039/C7CP07912E

Atomistic modeling of La3+ doping segregation effect on nanocrystalline yttria-stabilized zirconia

Shenli Zhang, Haoyan Sha, Ricardo H. R. Castro, Roland Faller

2018-04-17 Paper

DOI: 10.1039/C8CP02010H

Theoretical insights into the reactivity of Fe-based catalysts for water oxidation: the role of electron-withdrawing groups

Penglin Xu, Shaojin Hu, Hou-Dao Zhang, Xiao Zheng

2018-04-30 Paper

DOI: 10.1039/C8CP00687C

You might also like

Compound Q&A

What precautions should be taken when handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3)?

When handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3), safety go...

40716-16-34-Methyl-6-(trifluor...
Compound Q&A

What is 4-(3,5-Difluorophenyl)aniline (CAS: 405058-00-6)?

4-(3,5-Difluorophenyl)aniline is an aromatic organic compound with the CAS numbe...

405058-00-64-(3,5-Difluoropheny...
Compound Q&A

How is 5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid (CAS: 338982-07-3) typically synthesized?

5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid can ...

338982-07-35-{[4-(Trifluorometh...
Compound Q&A

What is the market or research trend for 4-Benzylaniline hydrochloride (CAS: 6317-57-3)?

The market for 4-Benzylaniline hydrochloride (CAS: 6317-57-3) is steadily growin...

6317-57-34-Benzylaniline hydr...
Compound Q&A

Is [3-(Diethylsulfamoyl)phenyl]boronic acid (CAS: 871329-58-7) safe?

[3-(Diethylsulfamoyl)phenyl]boronic acid is generally considered safe when handl...

871329-58-7[3-(Diethylsulfamoyl...
Compound Q&A

What are the main uses of 3-Bromo-2,5-dimethoxyaniline (CAS: 115929-62-9)?

3-Bromo-2,5-dimethoxyaniline is mainly used in the pharmaceutical and chemical i...

115929-62-93-Bromo-2,5-dimethox...
Compound Q&A

What regulatory guidelines apply to N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7)?

N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7) is subject to ...

915922-67-7N-Methyl-1-(5-methyl...
Compound Q&A

What industries use Carbamic acid, N-[(5S)-5,6-diamino-6-oxohexyl]-, 1,1-dimethylethyl ester (CAS: 24828-96-4)?

This compound is primarily used in the pharmaceutical industry for the synthesis...

24828-96-4Carbamic acid, N-[(5...
Compound Q&A

How should 2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) be stored?

2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) sho...

1298101-47-92-Methyl-2-propanyl ...
Compound Q&A

What industries use Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9)?

Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9) is utilized in the pharma...

367-33-9Ethyl 2-bromo-4,4,4-...

Source Journal

Organic Chemistry Frontiers

Organic Chemistry Frontiers
CiteScore: 7.8
Self-citation Rate: 8.7%
Articles per Year: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.