Mechanoredox-Enabled Isothiocyanation of Primary Amines Using Piezoelectric Material as the Redox Catalyst

A novel mechanoredox-enabled synthesis of aromatic and aliphatic isothiocyanates from primary amines and carbon disulfide under ball milling conditions using a piezoelectric material (BaTiO<sub>3</sub>) as the redox catalyst has been developed. This method displays several features, such as short reaction time, operational simplicity, room temperature and air conditions, minimal solvent, broad substrate scope, and recyclable cheap catalyst. Preliminary mechanistic studies revealed that highly polarized piezoelectric material acted as a single-electron transfer (SET) oxidation reagent for the key desulfurization process.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-02-07
DOI
https://doi.org/10.1021/acs.joc.4c02526
Citations
2
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.87

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article

Mechanoredox-Enabled Isothiocyanation of Primary Amines Using Piezoelectric Material as the Redox Catalyst

Jia‐Chen Xiang, Huiying Ren, Miao Wang, Xiao‐Yu Pu et al.
2 citations
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
1.87
article

Mechanoredox-Enabled Isothiocyanation of Primary Amines Using Piezoelectric Material as the Redox Catalyst

Jia‐Chen Xiang, Huiying Ren, Miao Wang, Xiao‐Yu Pu, Shan Jiang, Xiaolu Zhang, Bang‐Tun Zhao, He-Ying Zhu
article en
2 citations

Abstract

A novel mechanoredox-enabled synthesis of aromatic and aliphatic isothiocyanates from primary amines and carbon disulfide under ball milling conditions using a piezoelectric material (BaTiO<sub>3</sub>) as the redox catalyst has been developed. This method displays several features, such as short reaction time, operational simplicity, room temperature and air conditions, minimal solvent, broad substrate scope, and recyclable cheap catalyst. Preliminary mechanistic studies revealed that highly polarized piezoelectric material acted as a single-electron transfer (SET) oxidation reagent for the key desulfurization process.

The Journal of Organic ChemistryVol. 90(7)
Zhengzhou University (CN), Luoyang Normal University (CN), Southeast University (CN)
Natural Science Foundation of Henan Province, Henan Provincial Science and Technology Research Project
Openalex Percentile: Top 18%
Sulfur-Based Synthesis Techniques
1.87
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